Merge branch 'main' into auth/pm-22975/client-version-validator

test/Api.IntegrationTest/AdminConsole/Controllers/PoliciesControllerTests.cs

@@ -67,7 +67,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         {
             Policy = new PolicyRequestModel
             {
-                Type = policyType,
                 Enabled = true,
             },
             Metadata = new Dictionary<string, object>
@@ -148,7 +147,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         {
             Policy = new PolicyRequestModel
             {
-                Type = policyType,
                 Enabled = true,
                 Data = new Dictionary<string, object>
                 {
@@ -218,7 +216,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         var policyType = PolicyType.MasterPassword;
         var request = new PolicyRequestModel
         {
-            Type = policyType,
             Enabled = true,
             Data = new Dictionary<string, object>
             {
@@ -244,7 +241,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         var policyType = PolicyType.SendOptions;
         var request = new PolicyRequestModel
         {
-            Type = policyType,
             Enabled = true,
             Data = new Dictionary<string, object>
             {
@@ -267,7 +263,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         var policyType = PolicyType.ResetPassword;
         var request = new PolicyRequestModel
         {
-            Type = policyType,
             Enabled = true,
             Data = new Dictionary<string, object>
             {
@@ -292,7 +287,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         {
             Policy = new PolicyRequestModel
             {
-                Type = policyType,
                 Enabled = true,
                 Data = new Dictionary<string, object>
                 {
@@ -321,7 +315,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         {
             Policy = new PolicyRequestModel
             {
-                Type = policyType,
                 Enabled = true,
                 Data = new Dictionary<string, object>
                 {
@@ -347,7 +340,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         {
             Policy = new PolicyRequestModel
             {
-                Type = policyType,
                 Enabled = true,
                 Data = new Dictionary<string, object>
                 {
@@ -371,7 +363,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         var policyType = PolicyType.SingleOrg;
         var request = new PolicyRequestModel
         {
-            Type = policyType,
             Enabled = true,
             Data = null
         };
@@ -393,7 +384,6 @@ public class PoliciesControllerTests : IClassFixture<ApiApplicationFactory>, IAs
         {
             Policy = new PolicyRequestModel
             {
-                Type = policyType,
                 Enabled = true,
                 Data = null
             },

test/Api.Test/AdminConsole/Controllers/OrganizationIntegrationControllerTests.cs

@@ -133,6 +133,29 @@ public class OrganizationIntegrationControllerTests
             .DeleteAsync(organizationIntegration);
     }
 
+    [Theory, BitAutoData]
+    public async Task PostDeleteAsync_AllParamsProvided_Succeeds(
+        SutProvider<OrganizationIntegrationController> sutProvider,
+        Guid organizationId,
+        OrganizationIntegration organizationIntegration)
+    {
+        organizationIntegration.OrganizationId = organizationId;
+        sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
+        sutProvider.GetDependency<ICurrentContext>()
+            .OrganizationOwner(organizationId)
+            .Returns(true);
+        sutProvider.GetDependency<IOrganizationIntegrationRepository>()
+            .GetByIdAsync(Arg.Any<Guid>())
+            .Returns(organizationIntegration);
+
+        await sutProvider.Sut.PostDeleteAsync(organizationId, organizationIntegration.Id);
+
+        await sutProvider.GetDependency<IOrganizationIntegrationRepository>().Received(1)
+            .GetByIdAsync(organizationIntegration.Id);
+        await sutProvider.GetDependency<IOrganizationIntegrationRepository>().Received(1)
+            .DeleteAsync(organizationIntegration);
+    }
+
     [Theory, BitAutoData]
     public async Task DeleteAsync_IntegrationDoesNotBelongToOrganization_ThrowsNotFound(
         SutProvider<OrganizationIntegrationController> sutProvider,

test/Api.Test/AdminConsole/Controllers/OrganizationIntegrationsConfigurationControllerTests.cs

@@ -51,6 +51,36 @@ public class OrganizationIntegrationsConfigurationControllerTests
             .DeleteAsync(organizationIntegrationConfiguration);
     }
 
+    [Theory, BitAutoData]
+    public async Task PostDeleteAsync_AllParamsProvided_Succeeds(
+        SutProvider<OrganizationIntegrationConfigurationController> sutProvider,
+        Guid organizationId,
+        OrganizationIntegration organizationIntegration,
+        OrganizationIntegrationConfiguration organizationIntegrationConfiguration)
+    {
+        organizationIntegration.OrganizationId = organizationId;
+        organizationIntegrationConfiguration.OrganizationIntegrationId = organizationIntegration.Id;
+        sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
+        sutProvider.GetDependency<ICurrentContext>()
+            .OrganizationOwner(organizationId)
+            .Returns(true);
+        sutProvider.GetDependency<IOrganizationIntegrationRepository>()
+            .GetByIdAsync(Arg.Any<Guid>())
+            .Returns(organizationIntegration);
+        sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
+            .GetByIdAsync(Arg.Any<Guid>())
+            .Returns(organizationIntegrationConfiguration);
+
+        await sutProvider.Sut.PostDeleteAsync(organizationId, organizationIntegration.Id, organizationIntegrationConfiguration.Id);
+
+        await sutProvider.GetDependency<IOrganizationIntegrationRepository>().Received(1)
+            .GetByIdAsync(organizationIntegration.Id);
+        await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
+            .GetByIdAsync(organizationIntegrationConfiguration.Id);
+        await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
+            .DeleteAsync(organizationIntegrationConfiguration);
+    }
+
     [Theory, BitAutoData]
     public async Task DeleteAsync_IntegrationConfigurationDoesNotExist_ThrowsNotFound(
         SutProvider<OrganizationIntegrationConfigurationController> sutProvider,
@@ -199,27 +229,6 @@ public class OrganizationIntegrationsConfigurationControllerTests
             .GetManyByIntegrationAsync(organizationIntegration.Id);
     }
 
-    // [Theory, BitAutoData]
-    // public async Task GetAsync_IntegrationConfigurationDoesNotExist_ThrowsNotFound(
-    //     SutProvider<OrganizationIntegrationConfigurationController> sutProvider,
-    //     Guid organizationId,
-    //     OrganizationIntegration organizationIntegration)
-    // {
-    //     organizationIntegration.OrganizationId = organizationId;
-    //     sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
-    //     sutProvider.GetDependency<ICurrentContext>()
-    //         .OrganizationOwner(organizationId)
-    //         .Returns(true);
-    //     sutProvider.GetDependency<IOrganizationIntegrationRepository>()
-    //         .GetByIdAsync(Arg.Any<Guid>())
-    //         .Returns(organizationIntegration);
-    //     sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
-    //         .GetByIdAsync(Arg.Any<Guid>())
-    //         .ReturnsNull();
-    //
-    //     await Assert.ThrowsAsync<NotFoundException>(async () => await sutProvider.Sut.GetAsync(organizationId, Guid.Empty, Guid.Empty));
-    // }
-    //
     [Theory, BitAutoData]
     public async Task GetAsync_IntegrationDoesNotExist_ThrowsNotFound(
         SutProvider<OrganizationIntegrationConfigurationController> sutProvider,
@@ -293,15 +302,16 @@ public class OrganizationIntegrationsConfigurationControllerTests
         sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
             .CreateAsync(Arg.Any<OrganizationIntegrationConfiguration>())
             .Returns(organizationIntegrationConfiguration);
-        var requestAction = await sutProvider.Sut.CreateAsync(organizationId, organizationIntegration.Id, model);
+        var createResponse = await sutProvider.Sut.CreateAsync(organizationId, organizationIntegration.Id, model);
 
         await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
             .CreateAsync(Arg.Any<OrganizationIntegrationConfiguration>());
-        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(requestAction);
-        Assert.Equal(expected.Id, requestAction.Id);
-        Assert.Equal(expected.Configuration, requestAction.Configuration);
-        Assert.Equal(expected.EventType, requestAction.EventType);
-        Assert.Equal(expected.Template, requestAction.Template);
+        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(createResponse);
+        Assert.Equal(expected.Id, createResponse.Id);
+        Assert.Equal(expected.Configuration, createResponse.Configuration);
+        Assert.Equal(expected.EventType, createResponse.EventType);
+        Assert.Equal(expected.Filters, createResponse.Filters);
+        Assert.Equal(expected.Template, createResponse.Template);
     }
 
     [Theory, BitAutoData]
@@ -331,15 +341,16 @@ public class OrganizationIntegrationsConfigurationControllerTests
         sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
             .CreateAsync(Arg.Any<OrganizationIntegrationConfiguration>())
             .Returns(organizationIntegrationConfiguration);
-        var requestAction = await sutProvider.Sut.CreateAsync(organizationId, organizationIntegration.Id, model);
+        var createResponse = await sutProvider.Sut.CreateAsync(organizationId, organizationIntegration.Id, model);
 
         await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
             .CreateAsync(Arg.Any<OrganizationIntegrationConfiguration>());
-        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(requestAction);
-        Assert.Equal(expected.Id, requestAction.Id);
-        Assert.Equal(expected.Configuration, requestAction.Configuration);
-        Assert.Equal(expected.EventType, requestAction.EventType);
-        Assert.Equal(expected.Template, requestAction.Template);
+        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(createResponse);
+        Assert.Equal(expected.Id, createResponse.Id);
+        Assert.Equal(expected.Configuration, createResponse.Configuration);
+        Assert.Equal(expected.EventType, createResponse.EventType);
+        Assert.Equal(expected.Filters, createResponse.Filters);
+        Assert.Equal(expected.Template, createResponse.Template);
     }
 
     [Theory, BitAutoData]
@@ -369,15 +380,16 @@ public class OrganizationIntegrationsConfigurationControllerTests
         sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
             .CreateAsync(Arg.Any<OrganizationIntegrationConfiguration>())
             .Returns(organizationIntegrationConfiguration);
-        var requestAction = await sutProvider.Sut.CreateAsync(organizationId, organizationIntegration.Id, model);
+        var createResponse = await sutProvider.Sut.CreateAsync(organizationId, organizationIntegration.Id, model);
 
         await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
             .CreateAsync(Arg.Any<OrganizationIntegrationConfiguration>());
-        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(requestAction);
-        Assert.Equal(expected.Id, requestAction.Id);
-        Assert.Equal(expected.Configuration, requestAction.Configuration);
-        Assert.Equal(expected.EventType, requestAction.EventType);
-        Assert.Equal(expected.Template, requestAction.Template);
+        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(createResponse);
+        Assert.Equal(expected.Id, createResponse.Id);
+        Assert.Equal(expected.Configuration, createResponse.Configuration);
+        Assert.Equal(expected.EventType, createResponse.EventType);
+        Assert.Equal(expected.Filters, createResponse.Filters);
+        Assert.Equal(expected.Template, createResponse.Template);
     }
 
     [Theory, BitAutoData]
@@ -575,7 +587,7 @@ public class OrganizationIntegrationsConfigurationControllerTests
         sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
             .GetByIdAsync(Arg.Any<Guid>())
             .Returns(organizationIntegrationConfiguration);
-        var requestAction = await sutProvider.Sut.UpdateAsync(
+        var updateResponse = await sutProvider.Sut.UpdateAsync(
             organizationId,
             organizationIntegration.Id,
             organizationIntegrationConfiguration.Id,
@@ -583,11 +595,12 @@ public class OrganizationIntegrationsConfigurationControllerTests
 
         await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
             .ReplaceAsync(Arg.Any<OrganizationIntegrationConfiguration>());
-        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(requestAction);
-        Assert.Equal(expected.Id, requestAction.Id);
-        Assert.Equal(expected.Configuration, requestAction.Configuration);
-        Assert.Equal(expected.EventType, requestAction.EventType);
-        Assert.Equal(expected.Template, requestAction.Template);
+        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(updateResponse);
+        Assert.Equal(expected.Id, updateResponse.Id);
+        Assert.Equal(expected.Configuration, updateResponse.Configuration);
+        Assert.Equal(expected.EventType, updateResponse.EventType);
+        Assert.Equal(expected.Filters, updateResponse.Filters);
+        Assert.Equal(expected.Template, updateResponse.Template);
     }
 
 
@@ -619,7 +632,7 @@ public class OrganizationIntegrationsConfigurationControllerTests
         sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
             .GetByIdAsync(Arg.Any<Guid>())
             .Returns(organizationIntegrationConfiguration);
-        var requestAction = await sutProvider.Sut.UpdateAsync(
+        var updateResponse = await sutProvider.Sut.UpdateAsync(
             organizationId,
             organizationIntegration.Id,
             organizationIntegrationConfiguration.Id,
@@ -627,11 +640,12 @@ public class OrganizationIntegrationsConfigurationControllerTests
 
         await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
             .ReplaceAsync(Arg.Any<OrganizationIntegrationConfiguration>());
-        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(requestAction);
-        Assert.Equal(expected.Id, requestAction.Id);
-        Assert.Equal(expected.Configuration, requestAction.Configuration);
-        Assert.Equal(expected.EventType, requestAction.EventType);
-        Assert.Equal(expected.Template, requestAction.Template);
+        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(updateResponse);
+        Assert.Equal(expected.Id, updateResponse.Id);
+        Assert.Equal(expected.Configuration, updateResponse.Configuration);
+        Assert.Equal(expected.EventType, updateResponse.EventType);
+        Assert.Equal(expected.Filters, updateResponse.Filters);
+        Assert.Equal(expected.Template, updateResponse.Template);
     }
 
     [Theory, BitAutoData]
@@ -662,7 +676,7 @@ public class OrganizationIntegrationsConfigurationControllerTests
         sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>()
             .GetByIdAsync(Arg.Any<Guid>())
             .Returns(organizationIntegrationConfiguration);
-        var requestAction = await sutProvider.Sut.UpdateAsync(
+        var updateResponse = await sutProvider.Sut.UpdateAsync(
             organizationId,
             organizationIntegration.Id,
             organizationIntegrationConfiguration.Id,
@@ -670,11 +684,12 @@ public class OrganizationIntegrationsConfigurationControllerTests
 
         await sutProvider.GetDependency<IOrganizationIntegrationConfigurationRepository>().Received(1)
             .ReplaceAsync(Arg.Any<OrganizationIntegrationConfiguration>());
-        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(requestAction);
-        Assert.Equal(expected.Id, requestAction.Id);
-        Assert.Equal(expected.Configuration, requestAction.Configuration);
-        Assert.Equal(expected.EventType, requestAction.EventType);
-        Assert.Equal(expected.Template, requestAction.Template);
+        Assert.IsType<OrganizationIntegrationConfigurationResponseModel>(updateResponse);
+        Assert.Equal(expected.Id, updateResponse.Id);
+        Assert.Equal(expected.Configuration, updateResponse.Configuration);
+        Assert.Equal(expected.EventType, updateResponse.EventType);
+        Assert.Equal(expected.Filters, updateResponse.Filters);
+        Assert.Equal(expected.Template, updateResponse.Template);
     }
 
     [Theory, BitAutoData]

test/Api.Test/AdminConsole/Controllers/SlackIntegrationControllerTests.cs

@@ -71,6 +71,26 @@ public class SlackIntegrationControllerTests
             await sutProvider.Sut.CreateAsync(string.Empty, state.ToString()));
     }
 
+    [Theory, BitAutoData]
+    public async Task CreateAsync_CallbackUrlIsEmpty_ThrowsBadRequest(
+        SutProvider<SlackIntegrationController> sutProvider,
+        OrganizationIntegration integration)
+    {
+        integration.Type = IntegrationType.Slack;
+        integration.Configuration = null;
+        sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
+        sutProvider.Sut.Url
+            .RouteUrl(Arg.Is<UrlRouteContext>(c => c.RouteName == "SlackIntegration_Create"))
+            .Returns((string?)null);
+        sutProvider.GetDependency<IOrganizationIntegrationRepository>()
+            .GetByIdAsync(integration.Id)
+            .Returns(integration);
+        var state = IntegrationOAuthState.FromIntegration(integration, sutProvider.GetDependency<TimeProvider>());
+
+        await Assert.ThrowsAsync<BadRequestException>(async () =>
+            await sutProvider.Sut.CreateAsync(_validSlackCode, state.ToString()));
+    }
+
     [Theory, BitAutoData]
     public async Task CreateAsync_SlackServiceReturnsEmpty_ThrowsBadRequest(
         SutProvider<SlackIntegrationController> sutProvider,
@@ -153,6 +173,8 @@ public class SlackIntegrationControllerTests
         OrganizationIntegration wrongOrgIntegration)
     {
         wrongOrgIntegration.Id = integration.Id;
+        wrongOrgIntegration.Type = IntegrationType.Slack;
+        wrongOrgIntegration.Configuration = null;
 
         sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
         sutProvider.Sut.Url
@@ -304,6 +326,22 @@ public class SlackIntegrationControllerTests
         await Assert.ThrowsAsync<BadRequestException>(async () => await sutProvider.Sut.RedirectAsync(organizationId));
     }
 
+    [Theory, BitAutoData]
+    public async Task RedirectAsync_CallbackUrlReturnsEmpty_ThrowsBadRequest(
+        SutProvider<SlackIntegrationController> sutProvider,
+        Guid organizationId)
+    {
+        sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
+        sutProvider.Sut.Url
+            .RouteUrl(Arg.Is<UrlRouteContext>(c => c.RouteName == "SlackIntegration_Create"))
+            .Returns((string?)null);
+        sutProvider.GetDependency<ICurrentContext>()
+            .OrganizationOwner(organizationId)
+            .Returns(true);
+
+        await Assert.ThrowsAsync<BadRequestException>(async () => await sutProvider.Sut.RedirectAsync(organizationId));
+    }
+
     [Theory, BitAutoData]
     public async Task RedirectAsync_SlackServiceReturnsEmpty_ThrowsNotFound(
         SutProvider<SlackIntegrationController> sutProvider,

test/Api.Test/AdminConsole/Controllers/TeamsIntegrationControllerTests.cs

@@ -60,6 +60,26 @@ public class TeamsIntegrationControllerTests
         Assert.IsType<CreatedResult>(requestAction);
     }
 
+    [Theory, BitAutoData]
+    public async Task CreateAsync_CallbackUrlIsEmpty_ThrowsBadRequest(
+        SutProvider<TeamsIntegrationController> sutProvider,
+        OrganizationIntegration integration)
+    {
+        integration.Type = IntegrationType.Teams;
+        integration.Configuration = null;
+        sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
+        sutProvider.Sut.Url
+            .RouteUrl(Arg.Is<UrlRouteContext>(c => c.RouteName == "TeamsIntegration_Create"))
+            .Returns((string?)null);
+        sutProvider.GetDependency<IOrganizationIntegrationRepository>()
+            .GetByIdAsync(integration.Id)
+            .Returns(integration);
+        var state = IntegrationOAuthState.FromIntegration(integration, sutProvider.GetDependency<TimeProvider>());
+
+        await Assert.ThrowsAsync<BadRequestException>(async () =>
+            await sutProvider.Sut.CreateAsync(_validTeamsCode, state.ToString()));
+    }
+
     [Theory, BitAutoData]
     public async Task CreateAsync_CodeIsEmpty_ThrowsBadRequest(
         SutProvider<TeamsIntegrationController> sutProvider,
@@ -315,6 +335,30 @@ public class TeamsIntegrationControllerTests
         sutProvider.GetDependency<ITeamsService>().Received(1).GetRedirectUrl(Arg.Any<string>(), expectedState.ToString());
     }
 
+    [Theory, BitAutoData]
+    public async Task RedirectAsync_CallbackUrlIsEmpty_ThrowsBadRequest(
+        SutProvider<TeamsIntegrationController> sutProvider,
+        Guid organizationId,
+        OrganizationIntegration integration)
+    {
+        integration.OrganizationId = organizationId;
+        integration.Configuration = null;
+        integration.Type = IntegrationType.Teams;
+
+        sutProvider.Sut.Url = Substitute.For<IUrlHelper>();
+        sutProvider.Sut.Url
+            .RouteUrl(Arg.Is<UrlRouteContext>(c => c.RouteName == "TeamsIntegration_Create"))
+            .Returns((string?)null);
+        sutProvider.GetDependency<ICurrentContext>()
+            .OrganizationOwner(organizationId)
+            .Returns(true);
+        sutProvider.GetDependency<IOrganizationIntegrationRepository>()
+            .GetManyByOrganizationAsync(organizationId)
+            .Returns([integration]);
+
+        await Assert.ThrowsAsync<BadRequestException>(async () => await sutProvider.Sut.RedirectAsync(organizationId));
+    }
+
     [Theory, BitAutoData]
     public async Task RedirectAsync_IntegrationAlreadyExistsWithConfig_ThrowsBadRequest(
         SutProvider<TeamsIntegrationController> sutProvider,

test/Api.Test/AdminConsole/Models/Request/Organizations/OrganizationIntegrationRequestModelTests.cs

@@ -1,14 +1,47 @@
 using System.ComponentModel.DataAnnotations;
 using System.Text.Json;
 using Bit.Api.AdminConsole.Models.Request.Organizations;
+using Bit.Core.AdminConsole.Entities;
 using Bit.Core.AdminConsole.Models.Data.EventIntegrations;
 using Bit.Core.Enums;
+using Bit.Test.Common.AutoFixture.Attributes;
 using Xunit;
 
 namespace Bit.Api.Test.AdminConsole.Models.Request.Organizations;
 
 public class OrganizationIntegrationRequestModelTests
 {
+    [Fact]
+    public void ToOrganizationIntegration_CreatesNewOrganizationIntegration()
+    {
+        var model = new OrganizationIntegrationRequestModel
+        {
+            Type = IntegrationType.Hec,
+            Configuration = JsonSerializer.Serialize(new HecIntegration(Uri: new Uri("http://localhost"), Scheme: "Bearer", Token: "Token"))
+        };
+
+        var organizationId = Guid.NewGuid();
+        var organizationIntegration = model.ToOrganizationIntegration(organizationId);
+
+        Assert.Equal(organizationIntegration.Type, model.Type);
+        Assert.Equal(organizationIntegration.Configuration, model.Configuration);
+        Assert.Equal(organizationIntegration.OrganizationId, organizationId);
+    }
+
+    [Theory, BitAutoData]
+    public void ToOrganizationIntegration_UpdatesExistingOrganizationIntegration(OrganizationIntegration integration)
+    {
+        var model = new OrganizationIntegrationRequestModel
+        {
+            Type = IntegrationType.Hec,
+            Configuration = JsonSerializer.Serialize(new HecIntegration(Uri: new Uri("http://localhost"), Scheme: "Bearer", Token: "Token"))
+        };
+
+        var organizationIntegration = model.ToOrganizationIntegration(integration);
+
+        Assert.Equal(organizationIntegration.Configuration, model.Configuration);
+    }
+
     [Fact]
     public void Validate_CloudBillingSync_ReturnsNotYetSupportedError()
     {

test/Api.Test/AdminConsole/Models/Request/SavePolicyRequestTests.cs

@@ -24,11 +24,11 @@ public class SavePolicyRequestTests
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
         var testData = new Dictionary<string, object> { { "test", "value" } };
+        var policyType = PolicyType.TwoFactorAuthentication;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.TwoFactorAuthentication,
                 Enabled = true,
                 Data = testData
             },
@@ -36,7 +36,7 @@ public class SavePolicyRequestTests
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.Equal(PolicyType.TwoFactorAuthentication, result.PolicyUpdate.Type);
@@ -63,17 +63,17 @@ public class SavePolicyRequestTests
         currentContext.UserId.Returns(userId);
         currentContext.OrganizationOwner(organizationId).Returns(false);
 
+        var policyType = PolicyType.SingleOrg;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.SingleOrg,
                 Enabled = false
             }
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.Null(result.PolicyUpdate.Data);
@@ -93,17 +93,17 @@ public class SavePolicyRequestTests
         currentContext.UserId.Returns(userId);
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
+        var policyType = PolicyType.SingleOrg;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.SingleOrg,
                 Enabled = false
             }
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.Null(result.PolicyUpdate.Data);
@@ -124,11 +124,11 @@ public class SavePolicyRequestTests
         currentContext.UserId.Returns(userId);
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
+        var policyType = PolicyType.OrganizationDataOwnership;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.OrganizationDataOwnership,
                 Enabled = true
             },
             Metadata = new Dictionary<string, object>
@@ -138,7 +138,7 @@ public class SavePolicyRequestTests
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.IsType<OrganizationModelOwnershipPolicyModel>(result.Metadata);
@@ -156,17 +156,17 @@ public class SavePolicyRequestTests
         currentContext.UserId.Returns(userId);
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
+        var policyType = PolicyType.OrganizationDataOwnership;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.OrganizationDataOwnership,
                 Enabled = true
             }
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.NotNull(result);
@@ -193,12 +193,11 @@ public class SavePolicyRequestTests
         currentContext.UserId.Returns(userId);
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
-
+        var policyType = PolicyType.ResetPassword;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.ResetPassword,
                 Enabled = true,
                 Data = _complexData
             },
@@ -206,7 +205,7 @@ public class SavePolicyRequestTests
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         var deserializedData = JsonSerializer.Deserialize<Dictionary<string, JsonElement>>(result.PolicyUpdate.Data);
@@ -234,11 +233,11 @@ public class SavePolicyRequestTests
         currentContext.UserId.Returns(userId);
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
+        var policyType = PolicyType.MaximumVaultTimeout;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.MaximumVaultTimeout,
                 Enabled = true
             },
             Metadata = new Dictionary<string, object>
@@ -248,7 +247,7 @@ public class SavePolicyRequestTests
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.NotNull(result);
@@ -266,19 +265,18 @@ public class SavePolicyRequestTests
         currentContext.OrganizationOwner(organizationId).Returns(true);
 
         var errorDictionary = BuildErrorDictionary();
-
+        var policyType = PolicyType.OrganizationDataOwnership;
         var model = new SavePolicyRequest
         {
             Policy = new PolicyRequestModel
             {
-                Type = PolicyType.OrganizationDataOwnership,
                 Enabled = true
             },
             Metadata = errorDictionary
         };
 
         // Act
-        var result = await model.ToSavePolicyModelAsync(organizationId, currentContext);
+        var result = await model.ToSavePolicyModelAsync(organizationId, policyType, currentContext);
 
         // Assert
         Assert.NotNull(result);

test/Api.Test/Billing/Controllers/AccountsControllerTests.cs

@@ -0,0 +1,800 @@
+using System.Security.Claims;
+using Bit.Api.Billing.Controllers;
+using Bit.Core;
+using Bit.Core.Auth.UserFeatures.TwoFactorAuth.Interfaces;
+using Bit.Core.Billing.Constants;
+using Bit.Core.Billing.Models.Business;
+using Bit.Core.Entities;
+using Bit.Core.Enums;
+using Bit.Core.KeyManagement.Queries.Interfaces;
+using Bit.Core.Models.Business;
+using Bit.Core.Services;
+using Bit.Core.Settings;
+using Bit.Core.Test.AutoFixture;
+using Bit.Test.Common.AutoFixture.Attributes;
+using Microsoft.AspNetCore.Http;
+using Microsoft.AspNetCore.Mvc;
+using NSubstitute;
+using Stripe;
+using Xunit;
+
+namespace Bit.Api.Test.Billing.Controllers;
+
+[SubscriptionInfoCustomize]
+public class AccountsControllerTests : IDisposable
+{
+    private const string TestMilestone2CouponId = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount;
+
+    private readonly IUserService _userService;
+    private readonly IFeatureService _featureService;
+    private readonly IPaymentService _paymentService;
+    private readonly ITwoFactorIsEnabledQuery _twoFactorIsEnabledQuery;
+    private readonly IUserAccountKeysQuery _userAccountKeysQuery;
+    private readonly GlobalSettings _globalSettings;
+    private readonly AccountsController _sut;
+
+    public AccountsControllerTests()
+    {
+        _userService = Substitute.For<IUserService>();
+        _featureService = Substitute.For<IFeatureService>();
+        _paymentService = Substitute.For<IPaymentService>();
+        _twoFactorIsEnabledQuery = Substitute.For<ITwoFactorIsEnabledQuery>();
+        _userAccountKeysQuery = Substitute.For<IUserAccountKeysQuery>();
+        _globalSettings = new GlobalSettings { SelfHosted = false };
+
+        _sut = new AccountsController(
+            _userService,
+            _twoFactorIsEnabledQuery,
+            _userAccountKeysQuery,
+            _featureService
+        );
+    }
+
+    public void Dispose()
+    {
+        _sut?.Dispose();
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WhenFeatureFlagEnabled_IncludesDiscount(
+        User user,
+        SubscriptionInfo subscriptionInfo,
+        UserLicense license)
+    {
+        // Arrange
+        subscriptionInfo.CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+        {
+            Id = TestMilestone2CouponId,
+            Active = true,
+            PercentOff = 20m,
+            AmountOff = null,
+            AppliesTo = new List<string> { "product1" }
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+
+        user.Gateway = GatewayType.Stripe; // User has payment gateway
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.Equal(20m, result.CustomerDiscount.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WhenFeatureFlagDisabled_ExcludesDiscount(
+        User user,
+        SubscriptionInfo subscriptionInfo,
+        UserLicense license)
+    {
+        // Arrange
+        subscriptionInfo.CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+        {
+            Id = TestMilestone2CouponId,
+            Active = true,
+            PercentOff = 20m,
+            AmountOff = null,
+            AppliesTo = new List<string> { "product1" }
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(false);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+
+        user.Gateway = GatewayType.Stripe; // User has payment gateway
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount); // Should be null when feature flag is disabled
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithNonMatchingCouponId_ExcludesDiscount(
+        User user,
+        SubscriptionInfo subscriptionInfo,
+        UserLicense license)
+    {
+        // Arrange
+        subscriptionInfo.CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+        {
+            Id = "different-coupon-id", // Non-matching coupon ID
+            Active = true,
+            PercentOff = 20m,
+            AmountOff = null,
+            AppliesTo = new List<string> { "product1" }
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+
+        user.Gateway = GatewayType.Stripe; // User has payment gateway
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount); // Should be null when coupon ID doesn't match
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WhenSelfHosted_ReturnsBasicResponse(User user)
+    {
+        // Arrange
+        var selfHostedSettings = new GlobalSettings { SelfHosted = true };
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(selfHostedSettings, _paymentService);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount);
+        await _paymentService.DidNotReceive().GetSubscriptionAsync(Arg.Any<User>());
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WhenNoGateway_ExcludesDiscount(User user, UserLicense license)
+    {
+        // Arrange
+        user.Gateway = null; // No gateway configured
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _userService.GenerateLicenseAsync(user).Returns(license);
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount); // Should be null when no gateway
+        await _paymentService.DidNotReceive().GetSubscriptionAsync(Arg.Any<User>());
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithInactiveDiscount_ExcludesDiscount(
+        User user,
+        SubscriptionInfo subscriptionInfo,
+        UserLicense license)
+    {
+        // Arrange
+        subscriptionInfo.CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+        {
+            Id = TestMilestone2CouponId,
+            Active = false, // Inactive discount
+            PercentOff = 20m,
+            AmountOff = null,
+            AppliesTo = new List<string> { "product1" }
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+
+        user.Gateway = GatewayType.Stripe; // User has payment gateway
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount); // Should be null when discount is inactive
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_FullPipeline_ConvertsStripeDiscountToApiResponse(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Create a Stripe Discount object with real structure
+        var stripeDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = TestMilestone2CouponId,
+                PercentOff = 25m,
+                AmountOff = 1400, // 1400 cents = $14.00
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string> { "prod_premium", "prod_families" }
+                }
+            },
+            End = null // Active discount
+        };
+
+        // Convert Stripe Discount to BillingCustomerDiscount (simulating what StripePaymentService does)
+        var billingDiscount = new SubscriptionInfo.BillingCustomerDiscount(stripeDiscount);
+
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = billingDiscount
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+
+        user.Gateway = GatewayType.Stripe;
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Verify full pipeline conversion
+        Assert.NotNull(result);
+        Assert.NotNull(result.CustomerDiscount);
+
+        // Verify Stripe data correctly converted to API response
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.True(result.CustomerDiscount.Active);
+        Assert.Equal(25m, result.CustomerDiscount.PercentOff);
+
+        // Verify cents-to-dollars conversion (1400 cents -> $14.00)
+        Assert.Equal(14.00m, result.CustomerDiscount.AmountOff);
+
+        // Verify AppliesTo products are preserved
+        Assert.NotNull(result.CustomerDiscount.AppliesTo);
+        Assert.Equal(2, result.CustomerDiscount.AppliesTo.Count());
+        Assert.Contains("prod_premium", result.CustomerDiscount.AppliesTo);
+        Assert.Contains("prod_families", result.CustomerDiscount.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_FullPipeline_WithFeatureFlagToggle_ControlsVisibility(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Create Stripe Discount
+        var stripeDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = TestMilestone2CouponId,
+                PercentOff = 20m
+            },
+            End = null
+        };
+
+        var billingDiscount = new SubscriptionInfo.BillingCustomerDiscount(stripeDiscount);
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = billingDiscount
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act & Assert - Feature flag ENABLED
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        var resultWithFlag = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+        Assert.NotNull(resultWithFlag.CustomerDiscount);
+
+        // Act & Assert - Feature flag DISABLED
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(false);
+        var resultWithoutFlag = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+        Assert.Null(resultWithoutFlag.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_IntegrationTest_CompletePipelineFromStripeToApiResponse(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Create a real Stripe Discount object as it would come from Stripe API
+        var stripeDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = TestMilestone2CouponId,
+                PercentOff = 30m,
+                AmountOff = 2000, // 2000 cents = $20.00
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string> { "prod_premium", "prod_families", "prod_teams" }
+                }
+            },
+            End = null // Active discount (no end date)
+        };
+
+        // Step 1: Map Stripe Discount through SubscriptionInfo.BillingCustomerDiscount
+        // This simulates what StripePaymentService.GetSubscriptionAsync does
+        var billingCustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount(stripeDiscount);
+
+        // Verify the mapping worked correctly
+        Assert.Equal(TestMilestone2CouponId, billingCustomerDiscount.Id);
+        Assert.True(billingCustomerDiscount.Active);
+        Assert.Equal(30m, billingCustomerDiscount.PercentOff);
+        Assert.Equal(20.00m, billingCustomerDiscount.AmountOff); // Converted from cents
+        Assert.NotNull(billingCustomerDiscount.AppliesTo);
+        Assert.Equal(3, billingCustomerDiscount.AppliesTo.Count);
+
+        // Step 2: Create SubscriptionInfo with the mapped discount
+        // This simulates what StripePaymentService returns
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = billingCustomerDiscount
+        };
+
+        // Step 3: Set up controller dependencies
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act - Step 4: Call AccountsController.GetSubscriptionAsync
+        // This exercises the complete pipeline:
+        // - Retrieves subscriptionInfo from paymentService (with discount from Stripe)
+        // - Maps through SubscriptionInfo.BillingCustomerDiscount (already done above)
+        // - Filters in SubscriptionResponseModel constructor (based on feature flag, coupon ID, active status)
+        // - Returns via AccountsController
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Verify the complete pipeline worked end-to-end
+        Assert.NotNull(result);
+        Assert.NotNull(result.CustomerDiscount);
+
+        // Verify Stripe Discount → SubscriptionInfo.BillingCustomerDiscount mapping
+        // (verified above, but confirming it made it through)
+
+        // Verify SubscriptionInfo.BillingCustomerDiscount → SubscriptionResponseModel.BillingCustomerDiscount filtering
+        // The filter should pass because:
+        // - includeMilestone2Discount = true (feature flag enabled)
+        // - subscription.CustomerDiscount != null
+        // - subscription.CustomerDiscount.Id == Milestone2SubscriptionDiscount
+        // - subscription.CustomerDiscount.Active = true
+        Assert.Equal(TestMilestone2CouponId, result.CustomerDiscount.Id);
+        Assert.True(result.CustomerDiscount.Active);
+        Assert.Equal(30m, result.CustomerDiscount.PercentOff);
+        Assert.Equal(20.00m, result.CustomerDiscount.AmountOff); // Verify cents-to-dollars conversion
+
+        // Verify AppliesTo products are preserved through the entire pipeline
+        Assert.NotNull(result.CustomerDiscount.AppliesTo);
+        Assert.Equal(3, result.CustomerDiscount.AppliesTo.Count());
+        Assert.Contains("prod_premium", result.CustomerDiscount.AppliesTo);
+        Assert.Contains("prod_families", result.CustomerDiscount.AppliesTo);
+        Assert.Contains("prod_teams", result.CustomerDiscount.AppliesTo);
+
+        // Verify the payment service was called correctly
+        await _paymentService.Received(1).GetSubscriptionAsync(user);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_IntegrationTest_MultipleDiscountsInSubscription_PrefersCustomerDiscount(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Create Stripe subscription with multiple discounts
+        // Customer discount should be preferred over subscription discounts
+        var customerDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = TestMilestone2CouponId,
+                PercentOff = 30m,
+                AmountOff = null
+            },
+            End = null
+        };
+
+        var subscriptionDiscount1 = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = "other-coupon-1",
+                PercentOff = 10m
+            },
+            End = null
+        };
+
+        var subscriptionDiscount2 = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = "other-coupon-2",
+                PercentOff = 15m
+            },
+            End = null
+        };
+
+        // Map through SubscriptionInfo.BillingCustomerDiscount
+        var billingCustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount(customerDiscount);
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = billingCustomerDiscount
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Should use customer discount, not subscription discounts
+        Assert.NotNull(result);
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(TestMilestone2CouponId, result.CustomerDiscount.Id);
+        Assert.Equal(30m, result.CustomerDiscount.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_IntegrationTest_BothPercentOffAndAmountOffPresent_HandlesEdgeCase(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Edge case: Stripe coupon with both PercentOff and AmountOff
+        // This tests the scenario mentioned in BillingCustomerDiscountTests.cs line 212-232
+        var stripeDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = TestMilestone2CouponId,
+                PercentOff = 25m,
+                AmountOff = 2000, // 2000 cents = $20.00
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string> { "prod_premium" }
+                }
+            },
+            End = null
+        };
+
+        // Map through SubscriptionInfo.BillingCustomerDiscount
+        var billingCustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount(stripeDiscount);
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = billingCustomerDiscount
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Both values should be preserved through the pipeline
+        Assert.NotNull(result);
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(TestMilestone2CouponId, result.CustomerDiscount.Id);
+        Assert.Equal(25m, result.CustomerDiscount.PercentOff);
+        Assert.Equal(20.00m, result.CustomerDiscount.AmountOff); // Converted from cents
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_IntegrationTest_BillingSubscriptionMapsThroughPipeline(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Create Stripe subscription with subscription details
+        var stripeSubscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            TrialStart = DateTime.UtcNow.AddDays(-30),
+            TrialEnd = DateTime.UtcNow.AddDays(-20),
+            CanceledAt = null,
+            CancelAtPeriodEnd = false,
+            CollectionMethod = "charge_automatically"
+        };
+
+        // Map through SubscriptionInfo.BillingSubscription
+        var billingSubscription = new SubscriptionInfo.BillingSubscription(stripeSubscription);
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            Subscription = billingSubscription,
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = TestMilestone2CouponId,
+                Active = true,
+                PercentOff = 20m
+            }
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Verify BillingSubscription mapped through pipeline
+        Assert.NotNull(result);
+        Assert.NotNull(result.Subscription);
+        Assert.Equal("active", result.Subscription.Status);
+        Assert.Equal(14, result.Subscription.GracePeriod); // charge_automatically = 14 days
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_IntegrationTest_BillingUpcomingInvoiceMapsThroughPipeline(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Create Stripe invoice for upcoming invoice
+        var stripeInvoice = new Invoice
+        {
+            AmountDue = 2000, // 2000 cents = $20.00
+            Created = DateTime.UtcNow.AddDays(1)
+        };
+
+        // Map through SubscriptionInfo.BillingUpcomingInvoice
+        var billingUpcomingInvoice = new SubscriptionInfo.BillingUpcomingInvoice(stripeInvoice);
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            UpcomingInvoice = billingUpcomingInvoice,
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = TestMilestone2CouponId,
+                Active = true,
+                PercentOff = 20m
+            }
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Verify BillingUpcomingInvoice mapped through pipeline
+        Assert.NotNull(result);
+        Assert.NotNull(result.UpcomingInvoice);
+        Assert.Equal(20.00m, result.UpcomingInvoice.Amount); // Converted from cents
+        Assert.NotNull(result.UpcomingInvoice.Date);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_IntegrationTest_CompletePipelineWithAllComponents(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Complete Stripe objects for full pipeline test
+        var stripeDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = TestMilestone2CouponId,
+                PercentOff = 20m,
+                AmountOff = 1000, // $10.00
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string> { "prod_premium", "prod_families" }
+                }
+            },
+            End = null
+        };
+
+        var stripeSubscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically"
+        };
+
+        var stripeInvoice = new Invoice
+        {
+            AmountDue = 1500, // $15.00
+            Created = DateTime.UtcNow.AddDays(7)
+        };
+
+        // Map through SubscriptionInfo (simulating StripePaymentService)
+        var billingCustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount(stripeDiscount);
+        var billingSubscription = new SubscriptionInfo.BillingSubscription(stripeSubscription);
+        var billingUpcomingInvoice = new SubscriptionInfo.BillingUpcomingInvoice(stripeInvoice);
+
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = billingCustomerDiscount,
+            Subscription = billingSubscription,
+            UpcomingInvoice = billingUpcomingInvoice
+        };
+
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true);
+        _paymentService.GetSubscriptionAsync(user).Returns(subscriptionInfo);
+        _userService.GenerateLicenseAsync(user, subscriptionInfo).Returns(license);
+        user.Gateway = GatewayType.Stripe;
+
+        // Act - Full pipeline: Stripe → SubscriptionInfo → SubscriptionResponseModel → API response
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Verify all components mapped correctly through the pipeline
+        Assert.NotNull(result);
+
+        // Verify discount
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(TestMilestone2CouponId, result.CustomerDiscount.Id);
+        Assert.Equal(20m, result.CustomerDiscount.PercentOff);
+        Assert.Equal(10.00m, result.CustomerDiscount.AmountOff);
+        Assert.NotNull(result.CustomerDiscount.AppliesTo);
+        Assert.Equal(2, result.CustomerDiscount.AppliesTo.Count());
+
+        // Verify subscription
+        Assert.NotNull(result.Subscription);
+        Assert.Equal("active", result.Subscription.Status);
+        Assert.Equal(14, result.Subscription.GracePeriod);
+
+        // Verify upcoming invoice
+        Assert.NotNull(result.UpcomingInvoice);
+        Assert.Equal(15.00m, result.UpcomingInvoice.Amount);
+        Assert.NotNull(result.UpcomingInvoice.Date);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_SelfHosted_WithDiscountFlagEnabled_NeverIncludesDiscount(User user)
+    {
+        // Arrange - Self-hosted user with discount flag enabled (should still return null)
+        var selfHostedSettings = new GlobalSettings { SelfHosted = true };
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true); // Flag enabled
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(selfHostedSettings, _paymentService);
+
+        // Assert - Should never include discount for self-hosted, even with flag enabled
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount);
+        await _paymentService.DidNotReceive().GetSubscriptionAsync(Arg.Any<User>());
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_NullGateway_WithDiscountFlagEnabled_NeverIncludesDiscount(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - User with null gateway and discount flag enabled (should still return null)
+        user.Gateway = null; // No gateway configured
+        var claimsPrincipal = new ClaimsPrincipal(new ClaimsIdentity());
+        _sut.ControllerContext = new ControllerContext
+        {
+            HttpContext = new DefaultHttpContext { User = claimsPrincipal }
+        };
+        _userService.GetUserByPrincipalAsync(Arg.Any<ClaimsPrincipal>()).Returns(user);
+        _userService.GenerateLicenseAsync(user).Returns(license);
+        _featureService.IsEnabled(FeatureFlagKeys.PM23341_Milestone_2).Returns(true); // Flag enabled
+
+        // Act
+        var result = await _sut.GetSubscriptionAsync(_globalSettings, _paymentService);
+
+        // Assert - Should never include discount when no gateway, even with flag enabled
+        Assert.NotNull(result);
+        Assert.Null(result.CustomerDiscount);
+        await _paymentService.DidNotReceive().GetSubscriptionAsync(Arg.Any<User>());
+    }
+}

test/Api.Test/Controllers/PoliciesControllerTests.cs

@@ -487,14 +487,14 @@ public class PoliciesControllerTests
             .Returns(policy);
 
         // Act
-        var result = await sutProvider.Sut.PutVNext(orgId, model);
+        var result = await sutProvider.Sut.PutVNext(orgId, policy.Type, model);
 
         // Assert
         await sutProvider.GetDependency<IVNextSavePolicyCommand>()
             .Received(1)
             .SaveAsync(Arg.Is<SavePolicyModel>(
                 m => m.PolicyUpdate.OrganizationId == orgId &&
-                     m.PolicyUpdate.Type == model.Policy.Type &&
+                     m.PolicyUpdate.Type == policy.Type &&
                      m.PolicyUpdate.Enabled == model.Policy.Enabled &&
                      m.PerformedBy.UserId == userId &&
                      m.PerformedBy.IsOrganizationOwnerOrProvider == true));
@@ -534,14 +534,14 @@ public class PoliciesControllerTests
             .Returns(policy);
 
         // Act
-        var result = await sutProvider.Sut.PutVNext(orgId, model);
+        var result = await sutProvider.Sut.PutVNext(orgId, policy.Type, model);
 
         // Assert
         await sutProvider.GetDependency<ISavePolicyCommand>()
             .Received(1)
             .VNextSaveAsync(Arg.Is<SavePolicyModel>(
                 m => m.PolicyUpdate.OrganizationId == orgId &&
-                     m.PolicyUpdate.Type == model.Policy.Type &&
+                     m.PolicyUpdate.Type == policy.Type &&
                      m.PolicyUpdate.Enabled == model.Policy.Enabled &&
                      m.PerformedBy.UserId == userId &&
                      m.PerformedBy.IsOrganizationOwnerOrProvider == true));

test/Api.Test/Models/Response/SubscriptionResponseModelTests.cs

@@ -0,0 +1,400 @@
+using Bit.Api.Models.Response;
+using Bit.Core.Billing.Constants;
+using Bit.Core.Billing.Models.Business;
+using Bit.Core.Entities;
+using Bit.Core.Models.Business;
+using Bit.Test.Common.AutoFixture.Attributes;
+using Stripe;
+using Xunit;
+
+namespace Bit.Api.Test.Models.Response;
+
+public class SubscriptionResponseModelTests
+{
+    [Theory]
+    [BitAutoData]
+    public void Constructor_IncludeMilestone2DiscountTrueMatchingCouponId_ReturnsDiscount(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, // Matching coupon ID
+                Active = true,
+                PercentOff = 20m,
+                AmountOff = null,
+                AppliesTo = new List<string> { "product1" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.True(result.CustomerDiscount.Active);
+        Assert.Equal(20m, result.CustomerDiscount.PercentOff);
+        Assert.Null(result.CustomerDiscount.AmountOff);
+        Assert.NotNull(result.CustomerDiscount.AppliesTo);
+        Assert.Single(result.CustomerDiscount.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_IncludeMilestone2DiscountTrueNonMatchingCouponId_ReturnsNull(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = "different-coupon-id", // Non-matching coupon ID
+                Active = true,
+                PercentOff = 20m,
+                AmountOff = null,
+                AppliesTo = new List<string> { "product1" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_IncludeMilestone2DiscountFalseMatchingCouponId_ReturnsNull(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, // Matching coupon ID
+                Active = true,
+                PercentOff = 20m,
+                AmountOff = null,
+                AppliesTo = new List<string> { "product1" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: false);
+
+        // Assert - Should be null because includeMilestone2Discount is false
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_NullCustomerDiscount_ReturnsNull(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = null
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_AmountOffDiscountMatchingCouponId_ReturnsDiscount(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                Active = true,
+                PercentOff = null,
+                AmountOff = 14.00m, // Already converted from cents in BillingCustomerDiscount
+                AppliesTo = new List<string>()
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.Null(result.CustomerDiscount.PercentOff);
+        Assert.Equal(14.00m, result.CustomerDiscount.AmountOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_DefaultIncludeMilestone2DiscountParameter_ReturnsNull(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                Active = true,
+                PercentOff = 20m
+            }
+        };
+
+        // Act - Using default parameter (includeMilestone2Discount defaults to false)
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license);
+
+        // Assert
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_NullDiscountIdIncludeMilestone2DiscountTrue_ReturnsNull(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = null, // Null discount ID
+                Active = true,
+                PercentOff = 20m,
+                AmountOff = null,
+                AppliesTo = new List<string> { "product1" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_MatchingCouponIdInactiveDiscount_ReturnsNull(
+        User user,
+        UserLicense license)
+    {
+        // Arrange
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, // Matching coupon ID
+                Active = false, // Inactive discount
+                PercentOff = 20m,
+                AmountOff = null,
+                AppliesTo = new List<string> { "product1" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_UserOnly_SetsBasicProperties(User user)
+    {
+        // Arrange
+        user.Storage = 5368709120; // 5 GB in bytes
+        user.MaxStorageGb = (short)10;
+        user.PremiumExpirationDate = DateTime.UtcNow.AddMonths(12);
+
+        // Act
+        var result = new SubscriptionResponseModel(user);
+
+        // Assert
+        Assert.NotNull(result.StorageName);
+        Assert.Equal(5.0, result.StorageGb);
+        Assert.Equal((short)10, result.MaxStorageGb);
+        Assert.Equal(user.PremiumExpirationDate, result.Expiration);
+        Assert.Null(result.License);
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_UserAndLicense_IncludesLicense(User user, UserLicense license)
+    {
+        // Arrange
+        user.Storage = 1073741824; // 1 GB in bytes
+        user.MaxStorageGb = (short)5;
+
+        // Act
+        var result = new SubscriptionResponseModel(user, license);
+
+        // Assert
+        Assert.NotNull(result.License);
+        Assert.Equal(license, result.License);
+        Assert.Equal(1.0, result.StorageGb);
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_NullStorage_SetsStorageToZero(User user)
+    {
+        // Arrange
+        user.Storage = null;
+
+        // Act
+        var result = new SubscriptionResponseModel(user);
+
+        // Assert
+        Assert.Null(result.StorageName);
+        Assert.Equal(0, result.StorageGb);
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_NullLicense_ExcludesLicense(User user)
+    {
+        // Act
+        var result = new SubscriptionResponseModel(user, null);
+
+        // Assert
+        Assert.Null(result.License);
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_BothPercentOffAndAmountOffPresent_HandlesEdgeCase(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Edge case: Both PercentOff and AmountOff present
+        // This tests the scenario where Stripe coupon has both discount types
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                Active = true,
+                PercentOff = 25m,
+                AmountOff = 20.00m, // Already converted from cents
+                AppliesTo = new List<string> { "prod_premium" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert - Both values should be preserved
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.Equal(25m, result.CustomerDiscount.PercentOff);
+        Assert.Equal(20.00m, result.CustomerDiscount.AmountOff);
+        Assert.NotNull(result.CustomerDiscount.AppliesTo);
+        Assert.Single(result.CustomerDiscount.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithSubscriptionAndInvoice_MapsAllProperties(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Test with Subscription, UpcomingInvoice, and CustomerDiscount
+        var stripeSubscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically"
+        };
+
+        var stripeInvoice = new Invoice
+        {
+            AmountDue = 1500, // 1500 cents = $15.00
+            Created = DateTime.UtcNow.AddDays(7)
+        };
+
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            Subscription = new SubscriptionInfo.BillingSubscription(stripeSubscription),
+            UpcomingInvoice = new SubscriptionInfo.BillingUpcomingInvoice(stripeInvoice),
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                Active = true,
+                PercentOff = 20m,
+                AmountOff = null,
+                AppliesTo = new List<string> { "prod_premium" }
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert - Verify all properties are mapped correctly
+        Assert.NotNull(result.Subscription);
+        Assert.Equal("active", result.Subscription.Status);
+        Assert.Equal(14, result.Subscription.GracePeriod); // charge_automatically = 14 days
+
+        Assert.NotNull(result.UpcomingInvoice);
+        Assert.Equal(15.00m, result.UpcomingInvoice.Amount);
+        Assert.NotNull(result.UpcomingInvoice.Date);
+
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.True(result.CustomerDiscount.Active);
+        Assert.Equal(20m, result.CustomerDiscount.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithNullSubscriptionAndInvoice_HandlesNullsGracefully(
+        User user,
+        UserLicense license)
+    {
+        // Arrange - Test with null Subscription and UpcomingInvoice
+        var subscriptionInfo = new SubscriptionInfo
+        {
+            Subscription = null,
+            UpcomingInvoice = null,
+            CustomerDiscount = new SubscriptionInfo.BillingCustomerDiscount
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                Active = true,
+                PercentOff = 20m
+            }
+        };
+
+        // Act
+        var result = new SubscriptionResponseModel(user, subscriptionInfo, license, includeMilestone2Discount: true);
+
+        // Assert - Null Subscription and UpcomingInvoice should be handled gracefully
+        Assert.Null(result.Subscription);
+        Assert.Null(result.UpcomingInvoice);
+        Assert.NotNull(result.CustomerDiscount);
+    }
+}

test/Billing.Test/Services/UpcomingInvoiceHandlerTests.cs

@@ -268,7 +268,9 @@ public class UpcomingInvoiceHandlerTests
             Arg.Is("sub_123"),
             Arg.Is<SubscriptionUpdateOptions>(o =>
                 o.Items[0].Id == priceSubscriptionId &&
-                o.Items[0].Price == priceId));
+                o.Items[0].Price == priceId &&
+                o.Discounts[0].Coupon == CouponIDs.Milestone2SubscriptionDiscount &&
+                o.ProrationBehavior == "none"));
 
         // Verify the updated invoice email was sent
         await _mailer.Received(1).SendEmail(
@@ -944,4 +946,847 @@ public class UpcomingInvoiceHandlerTests
             Arg.Any<bool>(),
             Arg.Any<string>());
     }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_AndFamilies2019Plan_UpdatesSubscriptionAndOrganization()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+        var premiumAccessItemId = "si_premium_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    },
+                    new()
+                    {
+                        Id = premiumAccessItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePremiumAccessPlanId }
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        await _stripeFacade.Received(1).UpdateSubscription(
+            Arg.Is(subscriptionId),
+            Arg.Is<SubscriptionUpdateOptions>(o =>
+                o.Items.Count == 2 &&
+                o.Items[0].Id == passwordManagerItemId &&
+                o.Items[0].Price == familiesPlan.PasswordManager.StripePlanId &&
+                o.Items[1].Id == premiumAccessItemId &&
+                o.Items[1].Deleted == true &&
+                o.Discounts.Count == 1 &&
+                o.Discounts[0].Coupon == CouponIDs.Milestone3SubscriptionDiscount &&
+                o.ProrationBehavior == ProrationBehavior.None));
+
+        await _organizationRepository.Received(1).ReplaceAsync(
+            Arg.Is<Organization>(org =>
+                org.Id == _organizationId &&
+                org.PlanType == PlanType.FamiliesAnnually &&
+                org.Plan == familiesPlan.Name &&
+                org.UsersGetPremium == familiesPlan.UsersGetPremium &&
+                org.Seats == familiesPlan.PasswordManager.BaseSeats));
+
+        await _mailer.Received(1).SendEmail(
+            Arg.Is<UpdatedInvoiceUpcomingMail>(email =>
+                email.ToEmails.Contains("org@example.com") &&
+                email.Subject == "Your Subscription Will Renew Soon"));
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_AndFamilies2019Plan_WithoutPremiumAccess_UpdatesSubscriptionAndOrganization()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        await _stripeFacade.Received(1).UpdateSubscription(
+            Arg.Is(subscriptionId),
+            Arg.Is<SubscriptionUpdateOptions>(o =>
+                o.Items.Count == 1 &&
+                o.Items[0].Id == passwordManagerItemId &&
+                o.Items[0].Price == familiesPlan.PasswordManager.StripePlanId &&
+                o.Discounts.Count == 1 &&
+                o.Discounts[0].Coupon == CouponIDs.Milestone3SubscriptionDiscount &&
+                o.ProrationBehavior == ProrationBehavior.None));
+
+        await _organizationRepository.Received(1).ReplaceAsync(
+            Arg.Is<Organization>(org =>
+                org.Id == _organizationId &&
+                org.PlanType == PlanType.FamiliesAnnually &&
+                org.Plan == familiesPlan.Name &&
+                org.UsersGetPremium == familiesPlan.UsersGetPremium &&
+                org.Seats == familiesPlan.PasswordManager.BaseSeats));
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Disabled_DoesNotUpdateSubscription()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(false);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert - should not update subscription or organization when feature flag is disabled
+        await _stripeFacade.DidNotReceive().UpdateSubscription(
+            Arg.Any<string>(),
+            Arg.Is<SubscriptionUpdateOptions>(o => o.Discounts != null));
+
+        await _organizationRepository.DidNotReceive().ReplaceAsync(
+            Arg.Is<Organization>(org => org.PlanType == PlanType.FamiliesAnnually));
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_ButNotFamilies2019Plan_DoesNotUpdateSubscription()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = "si_pm_123",
+                        Price = new Price { Id = familiesPlan.PasswordManager.StripePlanId }
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually // Already on the new plan
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert - should not update subscription when not on FamiliesAnnually2019 plan
+        await _stripeFacade.DidNotReceive().UpdateSubscription(
+            Arg.Any<string>(),
+            Arg.Is<SubscriptionUpdateOptions>(o => o.Discounts != null));
+
+        await _organizationRepository.DidNotReceive().ReplaceAsync(Arg.Any<Organization>());
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_AndPasswordManagerItemNotFound_LogsWarning()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = "si_different_item",
+                        Price = new Price { Id = "different-price-id" }
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        _logger.Received(1).Log(
+            LogLevel.Warning,
+            Arg.Any<EventId>(),
+            Arg.Is<object>(o =>
+                o.ToString().Contains($"Could not find Organization's ({_organizationId}) password manager item") &&
+                o.ToString().Contains(parsedEvent.Id)),
+            Arg.Any<Exception>(),
+            Arg.Any<Func<object, Exception, string>>());
+
+        // Should not update subscription or organization when password manager item not found
+        await _stripeFacade.DidNotReceive().UpdateSubscription(
+            Arg.Any<string>(),
+            Arg.Is<SubscriptionUpdateOptions>(o => o.Discounts != null));
+
+        await _organizationRepository.DidNotReceive().ReplaceAsync(Arg.Any<Organization>());
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_AndUpdateFails_LogsError()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Simulate update failure
+        _stripeFacade
+            .UpdateSubscription(Arg.Any<string>(), Arg.Any<SubscriptionUpdateOptions>())
+            .ThrowsAsync(new Exception("Stripe API error"));
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        _logger.Received(1).Log(
+            LogLevel.Error,
+            Arg.Any<EventId>(),
+            Arg.Is<object>(o =>
+                o.ToString().Contains($"Failed to align subscription concerns for Organization ({_organizationId})") &&
+                o.ToString().Contains(parsedEvent.Type) &&
+                o.ToString().Contains(parsedEvent.Id)),
+            Arg.Any<Exception>(),
+            Arg.Any<Func<object, Exception, string>>());
+
+        // Should still attempt to send email despite the failure
+        await _mailer.Received(1).SendEmail(
+            Arg.Is<UpdatedInvoiceUpcomingMail>(email =>
+                email.ToEmails.Contains("org@example.com") &&
+                email.Subject == "Your Subscription Will Renew Soon"));
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_AndSeatAddOnExists_DeletesItem()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+        var seatAddOnItemId = "si_seat_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    },
+                    new()
+                    {
+                        Id = seatAddOnItemId,
+                        Price = new Price { Id = "personal-org-seat-annually" },
+                        Quantity = 3
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        await _stripeFacade.Received(1).UpdateSubscription(
+            Arg.Is(subscriptionId),
+            Arg.Is<SubscriptionUpdateOptions>(o =>
+                o.Items.Count == 2 &&
+                o.Items[0].Id == passwordManagerItemId &&
+                o.Items[0].Price == familiesPlan.PasswordManager.StripePlanId &&
+                o.Items[1].Id == seatAddOnItemId &&
+                o.Items[1].Deleted == true &&
+                o.Discounts.Count == 1 &&
+                o.Discounts[0].Coupon == CouponIDs.Milestone3SubscriptionDiscount &&
+                o.ProrationBehavior == ProrationBehavior.None));
+
+        await _organizationRepository.Received(1).ReplaceAsync(
+            Arg.Is<Organization>(org =>
+                org.Id == _organizationId &&
+                org.PlanType == PlanType.FamiliesAnnually &&
+                org.Plan == familiesPlan.Name &&
+                org.UsersGetPremium == familiesPlan.UsersGetPremium &&
+                org.Seats == familiesPlan.PasswordManager.BaseSeats));
+
+        await _mailer.Received(1).SendEmail(
+            Arg.Is<UpdatedInvoiceUpcomingMail>(email =>
+                email.ToEmails.Contains("org@example.com") &&
+                email.Subject == "Your Subscription Will Renew Soon"));
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_AndSeatAddOnWithQuantityOne_DeletesItem()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+        var seatAddOnItemId = "si_seat_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    },
+                    new()
+                    {
+                        Id = seatAddOnItemId,
+                        Price = new Price { Id = "personal-org-seat-annually" },
+                        Quantity = 1
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        await _stripeFacade.Received(1).UpdateSubscription(
+            Arg.Is(subscriptionId),
+            Arg.Is<SubscriptionUpdateOptions>(o =>
+                o.Items.Count == 2 &&
+                o.Items[0].Id == passwordManagerItemId &&
+                o.Items[0].Price == familiesPlan.PasswordManager.StripePlanId &&
+                o.Items[1].Id == seatAddOnItemId &&
+                o.Items[1].Deleted == true &&
+                o.Discounts.Count == 1 &&
+                o.Discounts[0].Coupon == CouponIDs.Milestone3SubscriptionDiscount &&
+                o.ProrationBehavior == ProrationBehavior.None));
+
+        await _organizationRepository.Received(1).ReplaceAsync(
+            Arg.Is<Organization>(org =>
+                org.Id == _organizationId &&
+                org.PlanType == PlanType.FamiliesAnnually &&
+                org.Plan == familiesPlan.Name &&
+                org.UsersGetPremium == familiesPlan.UsersGetPremium &&
+                org.Seats == familiesPlan.PasswordManager.BaseSeats));
+
+        await _mailer.Received(1).SendEmail(
+            Arg.Is<UpdatedInvoiceUpcomingMail>(email =>
+                email.ToEmails.Contains("org@example.com") &&
+                email.Subject == "Your Subscription Will Renew Soon"));
+    }
+
+    [Fact]
+    public async Task HandleAsync_WhenMilestone3Enabled_WithPremiumAccessAndSeatAddOn_UpdatesBothItems()
+    {
+        // Arrange
+        var parsedEvent = new Event { Id = "evt_123", Type = "invoice.upcoming" };
+        var customerId = "cus_123";
+        var subscriptionId = "sub_123";
+        var passwordManagerItemId = "si_pm_123";
+        var premiumAccessItemId = "si_premium_123";
+        var seatAddOnItemId = "si_seat_123";
+
+        var invoice = new Invoice
+        {
+            CustomerId = customerId,
+            AmountDue = 40000,
+            NextPaymentAttempt = DateTime.UtcNow.AddDays(7),
+            Lines = new StripeList<InvoiceLineItem>
+            {
+                Data = new List<InvoiceLineItem> { new() { Description = "Test Item" } }
+            }
+        };
+
+        var families2019Plan = new Families2019Plan();
+        var familiesPlan = new FamiliesPlan();
+
+        var subscription = new Subscription
+        {
+            Id = subscriptionId,
+            CustomerId = customerId,
+            Items = new StripeList<SubscriptionItem>
+            {
+                Data = new List<SubscriptionItem>
+                {
+                    new()
+                    {
+                        Id = passwordManagerItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePlanId }
+                    },
+                    new()
+                    {
+                        Id = premiumAccessItemId,
+                        Price = new Price { Id = families2019Plan.PasswordManager.StripePremiumAccessPlanId }
+                    },
+                    new()
+                    {
+                        Id = seatAddOnItemId,
+                        Price = new Price { Id = "personal-org-seat-annually" },
+                        Quantity = 2
+                    }
+                }
+            },
+            AutomaticTax = new SubscriptionAutomaticTax { Enabled = true },
+            Metadata = new Dictionary<string, string>()
+        };
+
+        var customer = new Customer
+        {
+            Id = customerId,
+            Subscriptions = new StripeList<Subscription> { Data = new List<Subscription> { subscription } },
+            Address = new Address { Country = "US" }
+        };
+
+        var organization = new Organization
+        {
+            Id = _organizationId,
+            BillingEmail = "org@example.com",
+            PlanType = PlanType.FamiliesAnnually2019
+        };
+
+        _stripeEventService.GetInvoice(parsedEvent).Returns(invoice);
+        _stripeFacade.GetCustomer(customerId, Arg.Any<CustomerGetOptions>()).Returns(customer);
+        _stripeEventUtilityService
+            .GetIdsFromMetadata(subscription.Metadata)
+            .Returns(new Tuple<Guid?, Guid?, Guid?>(_organizationId, null, null));
+        _organizationRepository.GetByIdAsync(_organizationId).Returns(organization);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually2019).Returns(families2019Plan);
+        _pricingClient.GetPlanOrThrow(PlanType.FamiliesAnnually).Returns(familiesPlan);
+        _featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        _stripeEventUtilityService.IsSponsoredSubscription(subscription).Returns(false);
+
+        // Act
+        await _sut.HandleAsync(parsedEvent);
+
+        // Assert
+        await _stripeFacade.Received(1).UpdateSubscription(
+            Arg.Is(subscriptionId),
+            Arg.Is<SubscriptionUpdateOptions>(o =>
+                o.Items.Count == 3 &&
+                o.Items[0].Id == passwordManagerItemId &&
+                o.Items[0].Price == familiesPlan.PasswordManager.StripePlanId &&
+                o.Items[1].Id == premiumAccessItemId &&
+                o.Items[1].Deleted == true &&
+                o.Items[2].Id == seatAddOnItemId &&
+                o.Items[2].Deleted == true &&
+                o.Discounts.Count == 1 &&
+                o.Discounts[0].Coupon == CouponIDs.Milestone3SubscriptionDiscount &&
+                o.ProrationBehavior == ProrationBehavior.None));
+
+        await _organizationRepository.Received(1).ReplaceAsync(
+            Arg.Is<Organization>(org =>
+                org.Id == _organizationId &&
+                org.PlanType == PlanType.FamiliesAnnually &&
+                org.Plan == familiesPlan.Name &&
+                org.UsersGetPremium == familiesPlan.UsersGetPremium &&
+                org.Seats == familiesPlan.PasswordManager.BaseSeats));
+
+        await _mailer.Received(1).SendEmail(
+            Arg.Is<UpdatedInvoiceUpcomingMail>(email =>
+                email.ToEmails.Contains("org@example.com") &&
+                email.Subject == "Your Subscription Will Renew Soon"));
+    }
 }

test/Core.Test/AdminConsole/Models/Data/EventIntegrations/IntegrationTemplateContextTests.cs

@@ -20,6 +20,20 @@ public class IntegrationTemplateContextTests
         Assert.Equal(expected, sut.EventMessage);
     }
 
+    [Theory, BitAutoData]
+    public void DateIso8601_ReturnsIso8601FormattedDate(EventMessage eventMessage)
+    {
+        var testDate = new DateTime(2025, 10, 27, 13, 30, 0, DateTimeKind.Utc);
+        eventMessage.Date = testDate;
+        var sut = new IntegrationTemplateContext(eventMessage);
+
+        var result = sut.DateIso8601;
+
+        Assert.Equal("2025-10-27T13:30:00.0000000Z", result);
+        // Verify it's valid ISO 8601
+        Assert.True(DateTime.TryParse(result, out _));
+    }
+
     [Theory, BitAutoData]
     public void UserName_WhenUserIsSet_ReturnsName(EventMessage eventMessage, User user)
     {

test/Core.Test/AdminConsole/OrganizationFeatures/OrganizationUsers/ConfirmOrganizationUserCommandTests.cs

@@ -97,6 +97,8 @@ public class ConfirmOrganizationUserCommandTests
     [BitAutoData(PlanType.EnterpriseMonthly2019, OrganizationUserType.Owner)]
     [BitAutoData(PlanType.FamiliesAnnually, OrganizationUserType.Admin)]
     [BitAutoData(PlanType.FamiliesAnnually, OrganizationUserType.Owner)]
+    [BitAutoData(PlanType.FamiliesAnnually2025, OrganizationUserType.Admin)]
+    [BitAutoData(PlanType.FamiliesAnnually2025, OrganizationUserType.Owner)]
     [BitAutoData(PlanType.FamiliesAnnually2019, OrganizationUserType.Admin)]
     [BitAutoData(PlanType.FamiliesAnnually2019, OrganizationUserType.Owner)]
     [BitAutoData(PlanType.TeamsAnnually, OrganizationUserType.Admin)]

test/Core.Test/AdminConsole/OrganizationFeatures/Organizations/OrganizationSignUp/CloudOrganizationSignUpCommandTests.cs

@@ -23,6 +23,7 @@ public class CloudICloudOrganizationSignUpCommandTests
 {
     [Theory]
     [BitAutoData(PlanType.FamiliesAnnually)]
+    [BitAutoData(PlanType.FamiliesAnnually2025)]
     public async Task SignUp_PM_Family_Passes(PlanType planType, OrganizationSignup signup, SutProvider<CloudOrganizationSignUpCommand> sutProvider)
     {
         signup.Plan = planType;
@@ -65,6 +66,7 @@ public class CloudICloudOrganizationSignUpCommandTests
 
     [Theory]
     [BitAutoData(PlanType.FamiliesAnnually)]
+    [BitAutoData(PlanType.FamiliesAnnually2025)]
     public async Task SignUp_AssignsOwnerToDefaultCollection
         (PlanType planType, OrganizationSignup signup, SutProvider<CloudOrganizationSignUpCommand> sutProvider)
     {

test/Core.Test/AdminConsole/OrganizationFeatures/Policies/PolicyValidators/AutomaticUserConfirmationPolicyEventHandlerTests.cs

@@ -0,0 +1,628 @@
+using Bit.Core.AdminConsole.Entities;
+using Bit.Core.AdminConsole.Entities.Provider;
+using Bit.Core.AdminConsole.Enums;
+using Bit.Core.AdminConsole.Enums.Provider;
+using Bit.Core.AdminConsole.OrganizationFeatures.Policies.Models;
+using Bit.Core.AdminConsole.OrganizationFeatures.Policies.PolicyValidators;
+using Bit.Core.AdminConsole.Repositories;
+using Bit.Core.Entities;
+using Bit.Core.Enums;
+using Bit.Core.Models.Data.Organizations.OrganizationUsers;
+using Bit.Core.Repositories;
+using Bit.Core.Test.AdminConsole.AutoFixture;
+using Bit.Test.Common.AutoFixture;
+using Bit.Test.Common.AutoFixture.Attributes;
+using NSubstitute;
+using Xunit;
+
+namespace Bit.Core.Test.AdminConsole.OrganizationFeatures.Policies.PolicyValidators;
+
+[SutProviderCustomize]
+public class AutomaticUserConfirmationPolicyEventHandlerTests
+{
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_SingleOrgNotEnabled_ReturnsError(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns((Policy?)null);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.Contains("Single organization policy must be enabled", result, StringComparison.OrdinalIgnoreCase);
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_SingleOrgPolicyDisabled_ReturnsError(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg, false)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.Contains("Single organization policy must be enabled", result, StringComparison.OrdinalIgnoreCase);
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_UsersNotCompliantWithSingleOrg_ReturnsError(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        Guid nonCompliantUserId,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var orgUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.User,
+            Status = OrganizationUserStatusType.Confirmed,
+            UserId = nonCompliantUserId,
+            Email = "user@example.com"
+        };
+
+        var otherOrgUser = new OrganizationUser
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = Guid.NewGuid(),
+            UserId = nonCompliantUserId,
+            Status = OrganizationUserStatusType.Confirmed
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([orgUser]);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyByManyUsersAsync(Arg.Any<IEnumerable<Guid>>())
+            .Returns([otherOrgUser]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.Contains("compliant with the Single organization policy", result, StringComparison.OrdinalIgnoreCase);
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_UserWithInvitedStatusInOtherOrg_ValidationPasses(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        Guid userId,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var orgUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.User,
+            Status = OrganizationUserStatusType.Confirmed,
+            UserId = userId,
+            Email = "test@email.com"
+        };
+
+        var otherOrgUser = new OrganizationUser
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = Guid.NewGuid(),
+            UserId = null, // invited users do not have a user id
+            Status = OrganizationUserStatusType.Invited,
+            Email = orgUser.Email
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([orgUser]);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyByManyUsersAsync(Arg.Any<IEnumerable<Guid>>())
+            .Returns([otherOrgUser]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_ProviderUsersExist_ReturnsError(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var providerUser = new ProviderUser
+        {
+            Id = Guid.NewGuid(),
+            ProviderId = Guid.NewGuid(),
+            UserId = Guid.NewGuid(),
+            Status = ProviderUserStatusType.Confirmed
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([providerUser]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.Contains("Provider user type", result, StringComparison.OrdinalIgnoreCase);
+    }
+
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_AllValidationsPassed_ReturnsEmptyString(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var orgUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.User,
+            Status = OrganizationUserStatusType.Confirmed,
+            UserId = Guid.NewGuid(),
+            Email = "user@example.com"
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([orgUser]);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyByManyUsersAsync(Arg.Any<IEnumerable<Guid>>())
+            .Returns([]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_PolicyAlreadyEnabled_ReturnsEmptyString(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.AutomaticUserConfirmation)] Policy currentPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        currentPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, currentPolicy);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+        await sutProvider.GetDependency<IPolicyRepository>()
+            .DidNotReceive()
+            .GetByOrganizationIdTypeAsync(Arg.Any<Guid>(), Arg.Any<PolicyType>());
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_DisablingPolicy_ReturnsEmptyString(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation, false)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.AutomaticUserConfirmation)] Policy currentPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        currentPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, currentPolicy);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+        await sutProvider.GetDependency<IPolicyRepository>()
+            .DidNotReceive()
+            .GetByOrganizationIdTypeAsync(Arg.Any<Guid>(), Arg.Any<PolicyType>());
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_IncludesOwnersAndAdmins_InComplianceCheck(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        Guid nonCompliantOwnerId,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var ownerUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.Owner,
+            Status = OrganizationUserStatusType.Confirmed,
+            UserId = nonCompliantOwnerId,
+            Email = "owner@example.com"
+        };
+
+        var otherOrgUser = new OrganizationUser
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = Guid.NewGuid(),
+            UserId = nonCompliantOwnerId,
+            Status = OrganizationUserStatusType.Confirmed
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([ownerUser]);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyByManyUsersAsync(Arg.Any<IEnumerable<Guid>>())
+            .Returns([otherOrgUser]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.Contains("compliant with the Single organization policy", result, StringComparison.OrdinalIgnoreCase);
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_InvitedUsersExcluded_FromComplianceCheck(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var invitedUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.User,
+            Status = OrganizationUserStatusType.Invited,
+            UserId = Guid.NewGuid(),
+            Email = "invited@example.com"
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([invitedUser]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_RevokedUsersExcluded_FromComplianceCheck(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var revokedUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.User,
+            Status = OrganizationUserStatusType.Revoked,
+            UserId = Guid.NewGuid(),
+            Email = "revoked@example.com"
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([revokedUser]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_AcceptedUsersIncluded_InComplianceCheck(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        Guid nonCompliantUserId,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var acceptedUser = new OrganizationUserUserDetails
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = policyUpdate.OrganizationId,
+            Type = OrganizationUserType.User,
+            Status = OrganizationUserStatusType.Accepted,
+            UserId = nonCompliantUserId,
+            Email = "accepted@example.com"
+        };
+
+        var otherOrgUser = new OrganizationUser
+        {
+            Id = Guid.NewGuid(),
+            OrganizationId = Guid.NewGuid(),
+            UserId = nonCompliantUserId,
+            Status = OrganizationUserStatusType.Confirmed
+        };
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([acceptedUser]);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyByManyUsersAsync(Arg.Any<IEnumerable<Guid>>())
+            .Returns([otherOrgUser]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.Contains("compliant with the Single organization policy", result, StringComparison.OrdinalIgnoreCase);
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_EnablingPolicy_EmptyOrganization_ReturnsEmptyString(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(policyUpdate, null);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+    }
+
+    [Theory, BitAutoData]
+    public async Task ValidateAsync_WithSavePolicyModel_CallsValidateWithPolicyUpdate(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.SingleOrg)] Policy singleOrgPolicy,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        singleOrgPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var savePolicyModel = new SavePolicyModel(policyUpdate);
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(policyUpdate.OrganizationId, PolicyType.SingleOrg)
+            .Returns(singleOrgPolicy);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetManyDetailsByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        sutProvider.GetDependency<IProviderUserRepository>()
+            .GetManyByOrganizationAsync(policyUpdate.OrganizationId)
+            .Returns([]);
+
+        // Act
+        var result = await sutProvider.Sut.ValidateAsync(savePolicyModel, null);
+
+        // Assert
+        Assert.True(string.IsNullOrEmpty(result));
+    }
+
+    [Theory, BitAutoData]
+    public async Task OnSaveSideEffectsAsync_EnablingPolicy_SetsUseAutomaticUserConfirmationToTrue(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        Organization organization,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        organization.Id = policyUpdate.OrganizationId;
+        organization.UseAutomaticUserConfirmation = false;
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(policyUpdate.OrganizationId)
+            .Returns(organization);
+
+        // Act
+        await sutProvider.Sut.OnSaveSideEffectsAsync(policyUpdate, null);
+
+        // Assert
+        await sutProvider.GetDependency<IOrganizationRepository>()
+            .Received(1)
+            .UpsertAsync(Arg.Is<Organization>(o =>
+                o.Id == organization.Id &&
+                o.UseAutomaticUserConfirmation == true &&
+                o.RevisionDate > DateTime.MinValue));
+    }
+
+    [Theory, BitAutoData]
+    public async Task OnSaveSideEffectsAsync_DisablingPolicy_SetsUseAutomaticUserConfirmationToFalse(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation, false)] PolicyUpdate policyUpdate,
+        Organization organization,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        organization.Id = policyUpdate.OrganizationId;
+        organization.UseAutomaticUserConfirmation = true;
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(policyUpdate.OrganizationId)
+            .Returns(organization);
+
+        // Act
+        await sutProvider.Sut.OnSaveSideEffectsAsync(policyUpdate, null);
+
+        // Assert
+        await sutProvider.GetDependency<IOrganizationRepository>()
+            .Received(1)
+            .UpsertAsync(Arg.Is<Organization>(o =>
+                o.Id == organization.Id &&
+                o.UseAutomaticUserConfirmation == false &&
+                o.RevisionDate > DateTime.MinValue));
+    }
+
+    [Theory, BitAutoData]
+    public async Task OnSaveSideEffectsAsync_OrganizationNotFound_DoesNotThrowException(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(policyUpdate.OrganizationId)
+            .Returns((Organization?)null);
+
+        // Act
+        await sutProvider.Sut.OnSaveSideEffectsAsync(policyUpdate, null);
+
+        // Assert
+        await sutProvider.GetDependency<IOrganizationRepository>()
+            .DidNotReceive()
+            .UpsertAsync(Arg.Any<Organization>());
+    }
+
+    [Theory, BitAutoData]
+    public async Task ExecutePreUpsertSideEffectAsync_CallsOnSaveSideEffectsAsync(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        [Policy(PolicyType.AutomaticUserConfirmation)] Policy currentPolicy,
+        Organization organization,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        organization.Id = policyUpdate.OrganizationId;
+        currentPolicy.OrganizationId = policyUpdate.OrganizationId;
+
+        var savePolicyModel = new SavePolicyModel(policyUpdate);
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(policyUpdate.OrganizationId)
+            .Returns(organization);
+
+        // Act
+        await sutProvider.Sut.ExecutePreUpsertSideEffectAsync(savePolicyModel, currentPolicy);
+
+        // Assert
+        await sutProvider.GetDependency<IOrganizationRepository>()
+            .Received(1)
+            .UpsertAsync(Arg.Is<Organization>(o =>
+                o.Id == organization.Id &&
+                o.UseAutomaticUserConfirmation == policyUpdate.Enabled));
+    }
+
+    [Theory, BitAutoData]
+    public async Task OnSaveSideEffectsAsync_UpdatesRevisionDate(
+        [PolicyUpdate(PolicyType.AutomaticUserConfirmation)] PolicyUpdate policyUpdate,
+        Organization organization,
+        SutProvider<AutomaticUserConfirmationPolicyEventHandler> sutProvider)
+    {
+        // Arrange
+        organization.Id = policyUpdate.OrganizationId;
+        var originalRevisionDate = DateTime.UtcNow.AddDays(-1);
+        organization.RevisionDate = originalRevisionDate;
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(policyUpdate.OrganizationId)
+            .Returns(organization);
+
+        // Act
+        await sutProvider.Sut.OnSaveSideEffectsAsync(policyUpdate, null);
+
+        // Assert
+        await sutProvider.GetDependency<IOrganizationRepository>()
+            .Received(1)
+            .UpsertAsync(Arg.Is<Organization>(o =>
+                o.Id == organization.Id &&
+                o.RevisionDate > originalRevisionDate));
+    }
+}

test/Core.Test/AdminConsole/Services/EventIntegrationEventWriteServiceTests.cs

@@ -38,6 +38,20 @@ public class EventIntegrationEventWriteServiceTests
             organizationId: Arg.Is<string>(orgId => eventMessage.OrganizationId.ToString().Equals(orgId)));
     }
 
+    [Fact]
+    public async Task CreateManyAsync_EmptyList_DoesNothing()
+    {
+        await Subject.CreateManyAsync([]);
+        await _eventIntegrationPublisher.DidNotReceiveWithAnyArgs().PublishEventAsync(Arg.Any<string>(), Arg.Any<string>());
+    }
+
+    [Fact]
+    public async Task DisposeAsync_DisposesEventIntegrationPublisher()
+    {
+        await Subject.DisposeAsync();
+        await _eventIntegrationPublisher.Received(1).DisposeAsync();
+    }
+
     private static bool AssertJsonStringsMatch(EventMessage expected, string body)
     {
         var actual = JsonSerializer.Deserialize<EventMessage>(body);

test/Core.Test/AdminConsole/Services/EventIntegrationHandlerTests.cs

@@ -120,6 +120,16 @@ public class EventIntegrationHandlerTests
         Assert.Empty(_eventIntegrationPublisher.ReceivedCalls());
     }
 
+    [Theory, BitAutoData]
+    public async Task HandleEventAsync_NoOrganizationId_DoesNothing(EventMessage eventMessage)
+    {
+        var sutProvider = GetSutProvider(OneConfiguration(_templateBase));
+        eventMessage.OrganizationId = null;
+
+        await sutProvider.Sut.HandleEventAsync(eventMessage);
+        Assert.Empty(_eventIntegrationPublisher.ReceivedCalls());
+    }
+
     [Theory, BitAutoData]
     public async Task HandleEventAsync_BaseTemplateOneConfiguration_PublishesIntegrationMessage(EventMessage eventMessage)
     {

test/Core.Test/AdminConsole/Services/EventRouteServiceTests.cs

@@ -1,65 +0,0 @@
-using Bit.Core.Models.Data;
-using Bit.Core.Services;
-using Bit.Test.Common.AutoFixture.Attributes;
-using NSubstitute;
-using Xunit;
-
-namespace Bit.Core.Test.Services;
-
-[SutProviderCustomize]
-public class EventRouteServiceTests
-{
-    private readonly IEventWriteService _broadcastEventWriteService = Substitute.For<IEventWriteService>();
-    private readonly IEventWriteService _storageEventWriteService = Substitute.For<IEventWriteService>();
-    private readonly IFeatureService _featureService = Substitute.For<IFeatureService>();
-    private readonly EventRouteService Subject;
-
-    public EventRouteServiceTests()
-    {
-        Subject = new EventRouteService(_broadcastEventWriteService, _storageEventWriteService, _featureService);
-    }
-
-    [Theory, BitAutoData]
-    public async Task CreateAsync_FlagDisabled_EventSentToStorageService(EventMessage eventMessage)
-    {
-        _featureService.IsEnabled(FeatureFlagKeys.EventBasedOrganizationIntegrations).Returns(false);
-
-        await Subject.CreateAsync(eventMessage);
-
-        await _broadcastEventWriteService.DidNotReceiveWithAnyArgs().CreateAsync(Arg.Any<EventMessage>());
-        await _storageEventWriteService.Received(1).CreateAsync(eventMessage);
-    }
-
-    [Theory, BitAutoData]
-    public async Task CreateAsync_FlagEnabled_EventSentToBroadcastService(EventMessage eventMessage)
-    {
-        _featureService.IsEnabled(FeatureFlagKeys.EventBasedOrganizationIntegrations).Returns(true);
-
-        await Subject.CreateAsync(eventMessage);
-
-        await _broadcastEventWriteService.Received(1).CreateAsync(eventMessage);
-        await _storageEventWriteService.DidNotReceiveWithAnyArgs().CreateAsync(Arg.Any<EventMessage>());
-    }
-
-    [Theory, BitAutoData]
-    public async Task CreateManyAsync_FlagDisabled_EventsSentToStorageService(IEnumerable<EventMessage> eventMessages)
-    {
-        _featureService.IsEnabled(FeatureFlagKeys.EventBasedOrganizationIntegrations).Returns(false);
-
-        await Subject.CreateManyAsync(eventMessages);
-
-        await _broadcastEventWriteService.DidNotReceiveWithAnyArgs().CreateManyAsync(Arg.Any<IEnumerable<EventMessage>>());
-        await _storageEventWriteService.Received(1).CreateManyAsync(eventMessages);
-    }
-
-    [Theory, BitAutoData]
-    public async Task CreateManyAsync_FlagEnabled_EventsSentToBroadcastService(IEnumerable<EventMessage> eventMessages)
-    {
-        _featureService.IsEnabled(FeatureFlagKeys.EventBasedOrganizationIntegrations).Returns(true);
-
-        await Subject.CreateManyAsync(eventMessages);
-
-        await _broadcastEventWriteService.Received(1).CreateManyAsync(eventMessages);
-        await _storageEventWriteService.DidNotReceiveWithAnyArgs().CreateManyAsync(Arg.Any<IEnumerable<EventMessage>>());
-    }
-}

test/Core.Test/AdminConsole/Services/IntegrationFilterServiceTests.cs

@@ -42,6 +42,35 @@ public class IntegrationFilterServiceTests
         Assert.True(_service.EvaluateFilterGroup(roundtrippedGroup, eventMessage));
     }
 
+    [Theory, BitAutoData]
+    public void EvaluateFilterGroup_EqualsUserIdString_Matches(EventMessage eventMessage)
+    {
+        var userId = Guid.NewGuid();
+        eventMessage.UserId = userId;
+
+        var group = new IntegrationFilterGroup
+        {
+            AndOperator = true,
+            Rules =
+            [
+                new()
+                {
+                    Property = "UserId",
+                    Operation = IntegrationFilterOperation.Equals,
+                    Value = userId.ToString()
+                }
+            ]
+        };
+
+        var result = _service.EvaluateFilterGroup(group, eventMessage);
+        Assert.True(result);
+
+        var jsonGroup = JsonSerializer.Serialize(group);
+        var roundtrippedGroup = JsonSerializer.Deserialize<IntegrationFilterGroup>(jsonGroup);
+        Assert.NotNull(roundtrippedGroup);
+        Assert.True(_service.EvaluateFilterGroup(roundtrippedGroup, eventMessage));
+    }
+
     [Theory, BitAutoData]
     public void EvaluateFilterGroup_EqualsUserId_DoesNotMatch(EventMessage eventMessage)
     {
@@ -281,6 +310,45 @@ public class IntegrationFilterServiceTests
         Assert.True(_service.EvaluateFilterGroup(roundtrippedGroup, eventMessage));
     }
 
+
+    [Theory, BitAutoData]
+    public void EvaluateFilterGroup_NestedGroups_AnyMatch(EventMessage eventMessage)
+    {
+        var id = Guid.NewGuid();
+        var collectionId = Guid.NewGuid();
+        eventMessage.UserId = id;
+        eventMessage.CollectionId = collectionId;
+
+        var nestedGroup = new IntegrationFilterGroup
+        {
+            AndOperator = false,
+            Rules =
+            [
+                new() { Property = "UserId", Operation = IntegrationFilterOperation.Equals, Value = id },
+                new()
+                {
+                    Property = "CollectionId",
+                    Operation = IntegrationFilterOperation.In,
+                    Value = new Guid?[] { Guid.NewGuid() }
+                }
+            ]
+        };
+
+        var topGroup = new IntegrationFilterGroup
+        {
+            AndOperator = false,
+            Groups = [nestedGroup]
+        };
+
+        var result = _service.EvaluateFilterGroup(topGroup, eventMessage);
+        Assert.True(result);
+
+        var jsonGroup = JsonSerializer.Serialize(topGroup);
+        var roundtrippedGroup = JsonSerializer.Deserialize<IntegrationFilterGroup>(jsonGroup);
+        Assert.NotNull(roundtrippedGroup);
+        Assert.True(_service.EvaluateFilterGroup(roundtrippedGroup, eventMessage));
+    }
+
     [Theory, BitAutoData]
     public void EvaluateFilterGroup_UnknownProperty_ReturnsFalse(EventMessage eventMessage)
     {

test/Core.Test/AdminConsole/Services/SlackIntegrationHandlerTests.cs

@@ -1,4 +1,5 @@
 using Bit.Core.AdminConsole.Models.Data.EventIntegrations;
+using Bit.Core.Models.Slack;
 using Bit.Core.Services;
 using Bit.Test.Common.AutoFixture;
 using Bit.Test.Common.AutoFixture.Attributes;
@@ -28,6 +29,9 @@ public class SlackIntegrationHandlerTests
         var sutProvider = GetSutProvider();
         message.Configuration = new SlackIntegrationConfigurationDetails(_channelId, _token);
 
+        _slackService.SendSlackMessageByChannelIdAsync(Arg.Any<string>(), Arg.Any<string>(), Arg.Any<string>())
+            .Returns(new SlackSendMessageResponse() { Ok = true, Channel = _channelId });
+
         var result = await sutProvider.Sut.HandleAsync(message);
 
         Assert.True(result.Success);
@@ -39,4 +43,97 @@ public class SlackIntegrationHandlerTests
             Arg.Is(AssertHelper.AssertPropertyEqual(_channelId))
         );
     }
+
+    [Theory]
+    [InlineData("service_unavailable")]
+    [InlineData("ratelimited")]
+    [InlineData("rate_limited")]
+    [InlineData("internal_error")]
+    [InlineData("message_limit_exceeded")]
+    public async Task HandleAsync_FailedRetryableRequest_ReturnsFailureWithRetryable(string error)
+    {
+        var sutProvider = GetSutProvider();
+        var message = new IntegrationMessage<SlackIntegrationConfigurationDetails>()
+        {
+            Configuration = new SlackIntegrationConfigurationDetails(_channelId, _token),
+            MessageId = "MessageId",
+            RenderedTemplate = "Test Message"
+        };
+
+        _slackService.SendSlackMessageByChannelIdAsync(Arg.Any<string>(), Arg.Any<string>(), Arg.Any<string>())
+            .Returns(new SlackSendMessageResponse() { Ok = false, Channel = _channelId, Error = error });
+
+        var result = await sutProvider.Sut.HandleAsync(message);
+
+        Assert.False(result.Success);
+        Assert.True(result.Retryable);
+        Assert.NotNull(result.FailureReason);
+        Assert.Equal(result.Message, message);
+
+        await sutProvider.GetDependency<ISlackService>().Received(1).SendSlackMessageByChannelIdAsync(
+            Arg.Is(AssertHelper.AssertPropertyEqual(_token)),
+            Arg.Is(AssertHelper.AssertPropertyEqual(message.RenderedTemplate)),
+            Arg.Is(AssertHelper.AssertPropertyEqual(_channelId))
+        );
+    }
+
+    [Theory]
+    [InlineData("access_denied")]
+    [InlineData("channel_not_found")]
+    [InlineData("token_expired")]
+    [InlineData("token_revoked")]
+    public async Task HandleAsync_FailedNonRetryableRequest_ReturnsNonRetryableFailure(string error)
+    {
+        var sutProvider = GetSutProvider();
+        var message = new IntegrationMessage<SlackIntegrationConfigurationDetails>()
+        {
+            Configuration = new SlackIntegrationConfigurationDetails(_channelId, _token),
+            MessageId = "MessageId",
+            RenderedTemplate = "Test Message"
+        };
+
+        _slackService.SendSlackMessageByChannelIdAsync(Arg.Any<string>(), Arg.Any<string>(), Arg.Any<string>())
+            .Returns(new SlackSendMessageResponse() { Ok = false, Channel = _channelId, Error = error });
+
+        var result = await sutProvider.Sut.HandleAsync(message);
+
+        Assert.False(result.Success);
+        Assert.False(result.Retryable);
+        Assert.NotNull(result.FailureReason);
+        Assert.Equal(result.Message, message);
+
+        await sutProvider.GetDependency<ISlackService>().Received(1).SendSlackMessageByChannelIdAsync(
+            Arg.Is(AssertHelper.AssertPropertyEqual(_token)),
+            Arg.Is(AssertHelper.AssertPropertyEqual(message.RenderedTemplate)),
+            Arg.Is(AssertHelper.AssertPropertyEqual(_channelId))
+        );
+    }
+
+    [Fact]
+    public async Task HandleAsync_NullResponse_ReturnsNonRetryableFailure()
+    {
+        var sutProvider = GetSutProvider();
+        var message = new IntegrationMessage<SlackIntegrationConfigurationDetails>()
+        {
+            Configuration = new SlackIntegrationConfigurationDetails(_channelId, _token),
+            MessageId = "MessageId",
+            RenderedTemplate = "Test Message"
+        };
+
+        _slackService.SendSlackMessageByChannelIdAsync(Arg.Any<string>(), Arg.Any<string>(), Arg.Any<string>())
+            .Returns((SlackSendMessageResponse?)null);
+
+        var result = await sutProvider.Sut.HandleAsync(message);
+
+        Assert.False(result.Success);
+        Assert.False(result.Retryable);
+        Assert.Equal("Slack response was null", result.FailureReason);
+        Assert.Equal(result.Message, message);
+
+        await sutProvider.GetDependency<ISlackService>().Received(1).SendSlackMessageByChannelIdAsync(
+            Arg.Is(AssertHelper.AssertPropertyEqual(_token)),
+            Arg.Is(AssertHelper.AssertPropertyEqual(message.RenderedTemplate)),
+            Arg.Is(AssertHelper.AssertPropertyEqual(_channelId))
+        );
+    }
 }

test/Core.Test/AdminConsole/Services/SlackServiceTests.cs

@@ -146,6 +146,27 @@ public class SlackServiceTests
         Assert.Empty(result);
     }
 
+    [Fact]
+    public async Task GetChannelIdAsync_NoChannelFound_ReturnsEmptyResult()
+    {
+        var emptyResponse = JsonSerializer.Serialize(
+            new
+            {
+                ok = true,
+                channels = Array.Empty<string>(),
+                response_metadata = new { next_cursor = "" }
+            });
+
+        _handler.When(HttpMethod.Get)
+            .RespondWith(HttpStatusCode.OK)
+            .WithContent(new StringContent(emptyResponse));
+
+        var sutProvider = GetSutProvider();
+        var result = await sutProvider.Sut.GetChannelIdAsync(_token, "general");
+
+        Assert.Empty(result);
+    }
+
     [Fact]
     public async Task GetChannelIdAsync_ReturnsCorrectChannelId()
     {
@@ -235,6 +256,32 @@ public class SlackServiceTests
         Assert.Equal(string.Empty, result);
     }
 
+    [Fact]
+    public async Task GetDmChannelByEmailAsync_ApiErrorUnparsableDmResponse_ReturnsEmptyString()
+    {
+        var sutProvider = GetSutProvider();
+        var email = "user@example.com";
+        var userId = "U12345";
+
+        var userResponse = new
+        {
+            ok = true,
+            user = new { id = userId }
+        };
+
+        _handler.When($"https://slack.com/api/users.lookupByEmail?email={email}")
+            .RespondWith(HttpStatusCode.OK)
+            .WithContent(new StringContent(JsonSerializer.Serialize(userResponse)));
+
+        _handler.When("https://slack.com/api/conversations.open")
+            .RespondWith(HttpStatusCode.OK)
+            .WithContent(new StringContent("NOT JSON"));
+
+        var result = await sutProvider.Sut.GetDmChannelByEmailAsync(_token, email);
+
+        Assert.Equal(string.Empty, result);
+    }
+
     [Fact]
     public async Task GetDmChannelByEmailAsync_ApiErrorUserResponse_ReturnsEmptyString()
     {
@@ -244,7 +291,7 @@ public class SlackServiceTests
         var userResponse = new
         {
             ok = false,
-            error = "An error occured"
+            error = "An error occurred"
         };
 
         _handler.When($"https://slack.com/api/users.lookupByEmail?email={email}")
@@ -256,6 +303,21 @@ public class SlackServiceTests
         Assert.Equal(string.Empty, result);
     }
 
+    [Fact]
+    public async Task GetDmChannelByEmailAsync_ApiErrorUnparsableUserResponse_ReturnsEmptyString()
+    {
+        var sutProvider = GetSutProvider();
+        var email = "user@example.com";
+
+        _handler.When($"https://slack.com/api/users.lookupByEmail?email={email}")
+            .RespondWith(HttpStatusCode.OK)
+            .WithContent(new StringContent("Not JSON"));
+
+        var result = await sutProvider.Sut.GetDmChannelByEmailAsync(_token, email);
+
+        Assert.Equal(string.Empty, result);
+    }
+
     [Fact]
     public void GetRedirectUrl_ReturnsCorrectUrl()
     {
@@ -341,18 +403,29 @@ public class SlackServiceTests
     }
 
     [Fact]
-    public async Task SendSlackMessageByChannelId_Sends_Correct_Message()
+    public async Task SendSlackMessageByChannelId_Success_ReturnsSuccessfulResponse()
     {
         var sutProvider = GetSutProvider();
         var channelId = "C12345";
         var message = "Hello, Slack!";
 
+        var jsonResponse = JsonSerializer.Serialize(new
+        {
+            ok = true,
+            channel = channelId,
+        });
+
         _handler.When(HttpMethod.Post)
             .RespondWith(HttpStatusCode.OK)
-            .WithContent(new StringContent(string.Empty));
+            .WithContent(new StringContent(jsonResponse));
 
-        await sutProvider.Sut.SendSlackMessageByChannelIdAsync(_token, message, channelId);
+        var result = await sutProvider.Sut.SendSlackMessageByChannelIdAsync(_token, message, channelId);
 
+        // Response was parsed correctly
+        Assert.NotNull(result);
+        Assert.True(result.Ok);
+
+        // Request was sent correctly
         Assert.Single(_handler.CapturedRequests);
         var request = _handler.CapturedRequests[0];
         Assert.NotNull(request);
@@ -365,4 +438,62 @@ public class SlackServiceTests
         Assert.Equal(message, json.RootElement.GetProperty("text").GetString() ?? string.Empty);
         Assert.Equal(channelId, json.RootElement.GetProperty("channel").GetString() ?? string.Empty);
     }
+
+    [Fact]
+    public async Task SendSlackMessageByChannelId_Failure_ReturnsErrorResponse()
+    {
+        var sutProvider = GetSutProvider();
+        var channelId = "C12345";
+        var message = "Hello, Slack!";
+
+        var jsonResponse = JsonSerializer.Serialize(new
+        {
+            ok = false,
+            channel = channelId,
+            error = "error"
+        });
+
+        _handler.When(HttpMethod.Post)
+            .RespondWith(HttpStatusCode.OK)
+            .WithContent(new StringContent(jsonResponse));
+
+        var result = await sutProvider.Sut.SendSlackMessageByChannelIdAsync(_token, message, channelId);
+
+        // Response was parsed correctly
+        Assert.NotNull(result);
+        Assert.False(result.Ok);
+        Assert.NotNull(result.Error);
+    }
+
+    [Fact]
+    public async Task SendSlackMessageByChannelIdAsync_InvalidJson_ReturnsNull()
+    {
+        var sutProvider = GetSutProvider();
+        var channelId = "C12345";
+        var message = "Hello world!";
+
+        _handler.When(HttpMethod.Post)
+            .RespondWith(HttpStatusCode.OK)
+            .WithContent(new StringContent("Not JSON"));
+
+        var result = await sutProvider.Sut.SendSlackMessageByChannelIdAsync(_token, message, channelId);
+
+        Assert.Null(result);
+    }
+
+    [Fact]
+    public async Task SendSlackMessageByChannelIdAsync_HttpServerError_ReturnsNull()
+    {
+        var sutProvider = GetSutProvider();
+        var channelId = "C12345";
+        var message = "Hello world!";
+
+        _handler.When(HttpMethod.Post)
+            .RespondWith(HttpStatusCode.InternalServerError)
+            .WithContent(new StringContent(string.Empty));
+
+        var result = await sutProvider.Sut.SendSlackMessageByChannelIdAsync(_token, message, channelId);
+
+        Assert.Null(result);
+    }
 }

test/Core.Test/Auth/UserFeatures/Registration/RegisterUserCommandTests.cs

@@ -7,6 +7,7 @@ using Bit.Core.Auth.Enums;
 using Bit.Core.Auth.Models;
 using Bit.Core.Auth.Models.Business.Tokenables;
 using Bit.Core.Auth.UserFeatures.Registration.Implementations;
+using Bit.Core.Billing.Enums;
 using Bit.Core.Entities;
 using Bit.Core.Exceptions;
 using Bit.Core.OrganizationFeatures.OrganizationSponsorships.FamiliesForEnterprise.Interfaces;
@@ -80,6 +81,120 @@ public class RegisterUserCommandTests
             .SendWelcomeEmailAsync(Arg.Any<User>());
     }
 
+    // -----------------------------------------------------------------------------------------------
+    // RegisterSSOAutoProvisionedUserAsync tests
+    // -----------------------------------------------------------------------------------------------
+    [Theory, BitAutoData]
+    public async Task RegisterSSOAutoProvisionedUserAsync_Success(
+        User user,
+        Organization organization,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        user.Id = Guid.NewGuid();
+        organization.Id = Guid.NewGuid();
+        organization.Name = "Test Organization";
+
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(true);
+
+        // Act
+        var result = await sutProvider.Sut.RegisterSSOAutoProvisionedUserAsync(user, organization);
+
+        // Assert
+        Assert.True(result.Succeeded);
+        await sutProvider.GetDependency<IUserService>()
+            .Received(1)
+            .CreateUserAsync(user);
+    }
+
+    [Theory, BitAutoData]
+    public async Task RegisterSSOAutoProvisionedUserAsync_UserRegistrationFails_ReturnsFailedResult(
+        User user,
+        Organization organization,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        var expectedError = new IdentityError();
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user)
+            .Returns(IdentityResult.Failed(expectedError));
+
+        // Act
+        var result = await sutProvider.Sut.RegisterSSOAutoProvisionedUserAsync(user, organization);
+
+        // Assert
+        Assert.False(result.Succeeded);
+        Assert.Contains(expectedError, result.Errors);
+        await sutProvider.GetDependency<IMailService>()
+            .DidNotReceive()
+            .SendOrganizationUserWelcomeEmailAsync(Arg.Any<User>(), Arg.Any<string>());
+    }
+
+    [Theory]
+    [BitAutoData(PlanType.EnterpriseAnnually)]
+    [BitAutoData(PlanType.EnterpriseMonthly)]
+    [BitAutoData(PlanType.TeamsAnnually)]
+    public async Task RegisterSSOAutoProvisionedUserAsync_EnterpriseOrg_SendsOrganizationWelcomeEmail(
+        PlanType planType,
+        User user,
+        Organization organization,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        organization.PlanType = planType;
+        organization.Name = "Enterprise Org";
+
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(true);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetByIdAsync(Arg.Any<Guid>())
+            .Returns((OrganizationUser)null);
+
+        // Act
+        await sutProvider.Sut.RegisterSSOAutoProvisionedUserAsync(user, organization);
+
+        // Assert
+        await sutProvider.GetDependency<IMailService>()
+            .Received(1)
+            .SendOrganizationUserWelcomeEmailAsync(user, organization.Name);
+    }
+
+    [Theory, BitAutoData]
+    public async Task RegisterSSOAutoProvisionedUserAsync_FeatureFlagDisabled_SendsLegacyWelcomeEmail(
+        User user,
+        Organization organization,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(false);
+
+        // Act
+        await sutProvider.Sut.RegisterSSOAutoProvisionedUserAsync(user, organization);
+
+        // Assert
+        await sutProvider.GetDependency<IMailService>()
+            .Received(1)
+            .SendWelcomeEmailAsync(user);
+    }
+
     // -----------------------------------------------------------------------------------------------
     // RegisterUserWithOrganizationInviteToken tests
     // -----------------------------------------------------------------------------------------------
@@ -646,5 +761,186 @@ public class RegisterUserCommandTests
         Assert.Equal("Open registration has been disabled by the system administrator.", result.Message);
     }
 
+    // -----------------------------------------------------------------------------------------------
+    // SendWelcomeEmail tests
+    // -----------------------------------------------------------------------------------------------
+    [Theory]
+    [BitAutoData(PlanType.FamiliesAnnually)]
+    [BitAutoData(PlanType.FamiliesAnnually2019)]
+    [BitAutoData(PlanType.Free)]
+    public async Task SendWelcomeEmail_FamilyOrg_SendsFamilyWelcomeEmail(
+        PlanType planType,
+        User user,
+        Organization organization,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        organization.PlanType = planType;
+        organization.Name = "Family Org";
 
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(true);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetByIdAsync(Arg.Any<Guid>())
+            .Returns((OrganizationUser)null);
+
+        // Act
+        await sutProvider.Sut.RegisterSSOAutoProvisionedUserAsync(user, organization);
+
+        // Assert
+        await sutProvider.GetDependency<IMailService>()
+            .Received(1)
+            .SendFreeOrgOrFamilyOrgUserWelcomeEmailAsync(user, organization.Name);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task SendWelcomeEmail_OrganizationNull_SendsIndividualWelcomeEmail(
+        User user,
+        OrganizationUser orgUser,
+        string orgInviteToken,
+        string masterPasswordHash,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        user.ReferenceData = null;
+        orgUser.Email = user.Email;
+
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user, masterPasswordHash)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetByIdAsync(orgUser.Id)
+            .Returns(orgUser);
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(Arg.Any<Guid>(), PolicyType.TwoFactorAuthentication)
+            .Returns((Policy)null);
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(orgUser.OrganizationId)
+            .Returns((Organization)null);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(true);
+
+        var orgInviteTokenable = new OrgUserInviteTokenable(orgUser);
+
+        sutProvider.GetDependency<IDataProtectorTokenFactory<OrgUserInviteTokenable>>()
+            .TryUnprotect(orgInviteToken, out Arg.Any<OrgUserInviteTokenable>())
+            .Returns(callInfo =>
+            {
+                callInfo[1] = orgInviteTokenable;
+                return true;
+            });
+
+        // Act
+        var result = await sutProvider.Sut.RegisterUserViaOrganizationInviteToken(user, masterPasswordHash, orgInviteToken, orgUser.Id);
+
+        // Assert
+        await sutProvider.GetDependency<IMailService>()
+            .Received(1)
+            .SendIndividualUserWelcomeEmailAsync(user);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task SendWelcomeEmail_OrganizationDisplayNameNull_SendsIndividualWelcomeEmail(
+        User user,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        Organization organization = new Organization
+        {
+            Name = null
+        };
+
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(true);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetByIdAsync(Arg.Any<Guid>())
+            .Returns((OrganizationUser)null);
+
+        // Act
+        await sutProvider.Sut.RegisterSSOAutoProvisionedUserAsync(user, organization);
+
+        // Assert
+        await sutProvider.GetDependency<IMailService>()
+            .Received(1)
+            .SendIndividualUserWelcomeEmailAsync(user);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetOrganizationWelcomeEmailDetailsAsync_HappyPath_ReturnsOrganizationWelcomeEmailDetails(
+        Organization organization,
+        User user,
+        OrganizationUser orgUser,
+        string masterPasswordHash,
+        string orgInviteToken,
+        SutProvider<RegisterUserCommand> sutProvider)
+    {
+        // Arrange
+        user.ReferenceData = null;
+        orgUser.Email = user.Email;
+        organization.PlanType = PlanType.EnterpriseAnnually;
+
+        sutProvider.GetDependency<IUserService>()
+            .CreateUserAsync(user, masterPasswordHash)
+            .Returns(IdentityResult.Success);
+
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetByIdAsync(orgUser.Id)
+            .Returns(orgUser);
+
+        sutProvider.GetDependency<IPolicyRepository>()
+            .GetByOrganizationIdTypeAsync(Arg.Any<Guid>(), PolicyType.TwoFactorAuthentication)
+            .Returns((Policy)null);
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(orgUser.OrganizationId)
+            .Returns(organization);
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.MjmlWelcomeEmailTemplates)
+            .Returns(true);
+
+        var orgInviteTokenable = new OrgUserInviteTokenable(orgUser);
+
+        sutProvider.GetDependency<IDataProtectorTokenFactory<OrgUserInviteTokenable>>()
+            .TryUnprotect(orgInviteToken, out Arg.Any<OrgUserInviteTokenable>())
+            .Returns(callInfo =>
+            {
+                callInfo[1] = orgInviteTokenable;
+                return true;
+            });
+
+        // Act
+        var result = await sutProvider.Sut.RegisterUserViaOrganizationInviteToken(user, masterPasswordHash, orgInviteToken, orgUser.Id);
+
+        // Assert
+        Assert.True(result.Succeeded);
+
+        await sutProvider.GetDependency<IOrganizationRepository>()
+            .Received(1)
+            .GetByIdAsync(orgUser.OrganizationId);
+
+        await sutProvider.GetDependency<IMailService>()
+            .Received(1)
+            .SendOrganizationUserWelcomeEmailAsync(user, organization.DisplayName());
+    }
 }

test/Core.Test/Billing/Organizations/Queries/GetOrganizationMetadataQueryTests.cs

@@ -21,15 +21,6 @@ namespace Bit.Core.Test.Billing.Organizations.Queries;
 [SutProviderCustomize]
 public class GetOrganizationMetadataQueryTests
 {
-    [Theory, BitAutoData]
-    public async Task Run_NullOrganization_ReturnsNull(
-        SutProvider<GetOrganizationMetadataQuery> sutProvider)
-    {
-        var result = await sutProvider.Sut.Run(null);
-
-        Assert.Null(result);
-    }
-
     [Theory, BitAutoData]
     public async Task Run_SelfHosted_ReturnsDefault(
         Organization organization,
@@ -74,8 +65,7 @@ public class GetOrganizationMetadataQueryTests
             .Returns(new OrganizationSeatCounts { Users = 5, Sponsored = 0 });
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .ReturnsNull();
 
         var result = await sutProvider.Sut.Run(organization);
@@ -100,12 +90,12 @@ public class GetOrganizationMetadataQueryTests
             .Returns(new OrganizationSeatCounts { Users = 7, Sponsored = 0 });
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .Returns(customer);
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetSubscription(organization)
+            .GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+                options.Expand.Contains("discounts.coupon.applies_to")))
             .ReturnsNull();
 
         var result = await sutProvider.Sut.Run(organization);
@@ -124,23 +114,24 @@ public class GetOrganizationMetadataQueryTests
         organization.PlanType = PlanType.EnterpriseAnnually;
 
         var productId = "product_123";
-        var customer = new Customer
-        {
-            Discount = new Discount
-            {
-                Coupon = new Coupon
-                {
-                    Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
-                    AppliesTo = new CouponAppliesTo
-                    {
-                        Products = [productId]
-                    }
-                }
-            }
-        };
+        var customer = new Customer();
 
         var subscription = new Subscription
         {
+            Discounts =
+            [
+                new Discount
+                {
+                    Coupon = new Coupon
+                    {
+                        Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
+                        AppliesTo = new CouponAppliesTo
+                        {
+                            Products = [productId]
+                        }
+                    }
+                }
+            ],
             Items = new StripeList<SubscriptionItem>
             {
                 Data =
@@ -162,12 +153,12 @@ public class GetOrganizationMetadataQueryTests
             .Returns(new OrganizationSeatCounts { Users = 15, Sponsored = 0 });
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .Returns(customer);
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetSubscription(organization)
+            .GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+                options.Expand.Contains("discounts.coupon.applies_to")))
             .Returns(subscription);
 
         sutProvider.GetDependency<IPricingClient>()
@@ -189,13 +180,11 @@ public class GetOrganizationMetadataQueryTests
         organization.GatewaySubscriptionId = "sub_123";
         organization.PlanType = PlanType.TeamsAnnually;
 
-        var customer = new Customer
-        {
-            Discount = null
-        };
+        var customer = new Customer();
 
         var subscription = new Subscription
         {
+            Discounts = null,
             Items = new StripeList<SubscriptionItem>
             {
                 Data =
@@ -217,12 +206,12 @@ public class GetOrganizationMetadataQueryTests
             .Returns(new OrganizationSeatCounts { Users = 20, Sponsored = 0 });
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .Returns(customer);
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetSubscription(organization)
+            .GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+                options.Expand.Contains("discounts.coupon.applies_to")))
             .Returns(subscription);
 
         sutProvider.GetDependency<IPricingClient>()
@@ -244,23 +233,24 @@ public class GetOrganizationMetadataQueryTests
         organization.GatewaySubscriptionId = "sub_123";
         organization.PlanType = PlanType.EnterpriseAnnually;
 
-        var customer = new Customer
-        {
-            Discount = new Discount
-            {
-                Coupon = new Coupon
-                {
-                    Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
-                    AppliesTo = new CouponAppliesTo
-                    {
-                        Products = ["different_product_id"]
-                    }
-                }
-            }
-        };
+        var customer = new Customer();
 
         var subscription = new Subscription
         {
+            Discounts =
+            [
+                new Discount
+                {
+                    Coupon = new Coupon
+                    {
+                        Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
+                        AppliesTo = new CouponAppliesTo
+                        {
+                            Products = ["different_product_id"]
+                        }
+                    }
+                }
+            ],
             Items = new StripeList<SubscriptionItem>
             {
                 Data =
@@ -282,12 +272,12 @@ public class GetOrganizationMetadataQueryTests
             .Returns(new OrganizationSeatCounts { Users = 12, Sponsored = 0 });
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .Returns(customer);
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetSubscription(organization)
+            .GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+                options.Expand.Contains("discounts.coupon.applies_to")))
             .Returns(subscription);
 
         sutProvider.GetDependency<IPricingClient>()
@@ -310,23 +300,24 @@ public class GetOrganizationMetadataQueryTests
         organization.PlanType = PlanType.FamiliesAnnually;
 
         var productId = "product_123";
-        var customer = new Customer
-        {
-            Discount = new Discount
-            {
-                Coupon = new Coupon
-                {
-                    Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
-                    AppliesTo = new CouponAppliesTo
-                    {
-                        Products = [productId]
-                    }
-                }
-            }
-        };
+        var customer = new Customer();
 
         var subscription = new Subscription
         {
+            Discounts =
+            [
+                new Discount
+                {
+                    Coupon = new Coupon
+                    {
+                        Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
+                        AppliesTo = new CouponAppliesTo
+                        {
+                            Products = [productId]
+                        }
+                    }
+                }
+            ],
             Items = new StripeList<SubscriptionItem>
             {
                 Data =
@@ -348,12 +339,12 @@ public class GetOrganizationMetadataQueryTests
             .Returns(new OrganizationSeatCounts { Users = 8, Sponsored = 0 });
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .Returns(customer);
 
         sutProvider.GetDependency<ISubscriberService>()
-            .GetSubscription(organization)
+            .GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+                options.Expand.Contains("discounts.coupon.applies_to")))
             .Returns(subscription);
 
         sutProvider.GetDependency<IPricingClient>()

test/Core.Test/Billing/Premium/Commands/CreatePremiumCloudHostedSubscriptionCommandTests.cs

@@ -53,7 +53,7 @@ public class CreatePremiumCloudHostedSubscriptionCommandTests
             Available = true,
             LegacyYear = null,
             Seat = new PremiumPurchasable { Price = 10M, StripePriceId = StripeConstants.Prices.PremiumAnnually },
-            Storage = new PremiumPurchasable { Price = 4M, StripePriceId = StripeConstants.Prices.StoragePlanPersonal }
+            Storage = new PremiumPurchasable { Price = 4M, StripePriceId = StripeConstants.Prices.StoragePlanPersonal, Provided = 1 }
         };
         _pricingClient.GetAvailablePremiumPlan().Returns(premiumPlan);
 
@@ -720,4 +720,63 @@ public class CreatePremiumCloudHostedSubscriptionCommandTests
         await _stripeAdapter.DidNotReceive().SubscriptionCreateAsync(Arg.Any<SubscriptionCreateOptions>());
         await _userService.DidNotReceive().SaveUserAsync(Arg.Any<User>());
     }
+
+    [Theory, BitAutoData]
+    public async Task Run_WithAdditionalStorage_SetsCorrectMaxStorageGb(
+        User user,
+        TokenizedPaymentMethod paymentMethod,
+        BillingAddress billingAddress)
+    {
+        // Arrange
+        user.Premium = false;
+        user.GatewayCustomerId = null;
+        user.Email = "test@example.com";
+        paymentMethod.Type = TokenizablePaymentMethodType.Card;
+        paymentMethod.Token = "card_token_123";
+        billingAddress.Country = "US";
+        billingAddress.PostalCode = "12345";
+        const short additionalStorage = 2;
+
+        // Setup premium plan with 5GB provided storage
+        var premiumPlan = new PremiumPlan
+        {
+            Name = "Premium",
+            Available = true,
+            LegacyYear = null,
+            Seat = new PremiumPurchasable { Price = 10M, StripePriceId = StripeConstants.Prices.PremiumAnnually },
+            Storage = new PremiumPurchasable { Price = 4M, StripePriceId = StripeConstants.Prices.StoragePlanPersonal, Provided = 1 }
+        };
+        _pricingClient.GetAvailablePremiumPlan().Returns(premiumPlan);
+
+        var mockCustomer = Substitute.For<StripeCustomer>();
+        mockCustomer.Id = "cust_123";
+        mockCustomer.Address = new Address { Country = "US", PostalCode = "12345" };
+        mockCustomer.Metadata = new Dictionary<string, string>();
+
+        var mockSubscription = Substitute.For<StripeSubscription>();
+        mockSubscription.Id = "sub_123";
+        mockSubscription.Status = "active";
+        mockSubscription.Items = new StripeList<SubscriptionItem>
+        {
+            Data =
+            [
+                new SubscriptionItem
+                {
+                    CurrentPeriodEnd = DateTime.UtcNow.AddDays(30)
+                }
+            ]
+        };
+
+        _stripeAdapter.CustomerCreateAsync(Arg.Any<CustomerCreateOptions>()).Returns(mockCustomer);
+        _stripeAdapter.SubscriptionCreateAsync(Arg.Any<SubscriptionCreateOptions>()).Returns(mockSubscription);
+
+        // Act
+        var result = await _command.Run(user, paymentMethod, billingAddress, additionalStorage);
+
+        // Assert
+        Assert.True(result.IsT0);
+        Assert.Equal((short)3, user.MaxStorageGb); // 1 (provided) + 2 (additional) = 3
+        await _userService.Received(1).SaveUserAsync(user);
+    }
+
 }

test/Core.Test/Billing/Pricing/PricingClientTests.cs

@@ -0,0 +1,527 @@
+using System.Net;
+using Bit.Core.Billing;
+using Bit.Core.Billing.Enums;
+using Bit.Core.Billing.Pricing;
+using Bit.Core.Services;
+using Bit.Core.Utilities;
+using Bit.Test.Common.AutoFixture;
+using Bit.Test.Common.AutoFixture.Attributes;
+using Microsoft.Extensions.Logging;
+using NSubstitute;
+using RichardSzalay.MockHttp;
+using Xunit;
+using GlobalSettings = Bit.Core.Settings.GlobalSettings;
+
+namespace Bit.Core.Test.Billing.Pricing;
+
+[SutProviderCustomize]
+public class PricingClientTests
+{
+    #region GetLookupKey Tests (via GetPlan)
+
+    [Fact]
+    public async Task GetPlan_WithFamiliesAnnually2025AndFeatureFlagEnabled_UsesFamilies2025LookupKey()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        var planJson = CreatePlanJson("families-2025", "Families 2025", "families", 40M, "price_id");
+
+        mockHttp.Expect(HttpMethod.Get, "https://test.com/plans/organization/families-2025")
+            .Respond("application/json", planJson);
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond("application/json", planJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.FamiliesAnnually2025);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Equal(PlanType.FamiliesAnnually2025, result.Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    [Fact]
+    public async Task GetPlan_WithFamiliesAnnually2025AndFeatureFlagDisabled_UsesFamiliesLookupKey()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        var planJson = CreatePlanJson("families", "Families", "families", 40M, "price_id");
+
+        mockHttp.Expect(HttpMethod.Get, "https://test.com/plans/organization/families")
+            .Respond("application/json", planJson);
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond("application/json", planJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(false);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.FamiliesAnnually2025);
+
+        // Assert
+        Assert.NotNull(result);
+        // PreProcessFamiliesPreMigrationPlan should change "families" to "families-2025" when FF is disabled
+        Assert.Equal(PlanType.FamiliesAnnually2025, result.Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    #endregion
+
+    #region PreProcessFamiliesPreMigrationPlan Tests (via GetPlan)
+
+    [Fact]
+    public async Task GetPlan_WithFamiliesAnnually2025AndFeatureFlagDisabled_ReturnsFamiliesAnnually2025PlanType()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        // billing-pricing returns "families" lookup key because the flag is off
+        var planJson = CreatePlanJson("families", "Families", "families", 40M, "price_id");
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond("application/json", planJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(false);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.FamiliesAnnually2025);
+
+        // Assert
+        Assert.NotNull(result);
+        // PreProcessFamiliesPreMigrationPlan should convert the families lookup key to families-2025
+        // and the PlanAdapter should assign the correct FamiliesAnnually2025 plan type
+        Assert.Equal(PlanType.FamiliesAnnually2025, result.Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    [Fact]
+    public async Task GetPlan_WithFamiliesAnnually2025AndFeatureFlagEnabled_ReturnsFamiliesAnnually2025PlanType()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        var planJson = CreatePlanJson("families-2025", "Families", "families", 40M, "price_id");
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond("application/json", planJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.FamiliesAnnually2025);
+
+        // Assert
+        Assert.NotNull(result);
+        // PreProcessFamiliesPreMigrationPlan should ignore the lookup key because the flag is on
+        // and the PlanAdapter should assign the correct FamiliesAnnually2025 plan type
+        Assert.Equal(PlanType.FamiliesAnnually2025, result.Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    [Fact]
+    public async Task GetPlan_WithFamiliesAnnuallyAndFeatureFlagEnabled_ReturnsFamiliesAnnuallyPlanType()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        var planJson = CreatePlanJson("families", "Families", "families", 40M, "price_id");
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond("application/json", planJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.FamiliesAnnually);
+
+        // Assert
+        Assert.NotNull(result);
+        // PreProcessFamiliesPreMigrationPlan should ignore the lookup key because the flag is on
+        // and the PlanAdapter should assign the correct FamiliesAnnually plan type
+        Assert.Equal(PlanType.FamiliesAnnually, result.Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    [Fact]
+    public async Task GetPlan_WithOtherLookupKey_KeepsLookupKeyUnchanged()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        var planJson = CreatePlanJson("enterprise-annually", "Enterprise", "enterprise", 144M, "price_id");
+
+        mockHttp.Expect(HttpMethod.Get, "https://test.com/plans/organization/enterprise-annually")
+            .Respond("application/json", planJson);
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond("application/json", planJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(false);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.EnterpriseAnnually);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Equal(PlanType.EnterpriseAnnually, result.Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    #endregion
+
+    #region ListPlans Tests
+
+    [Fact]
+    public async Task ListPlans_WithFeatureFlagDisabled_ReturnsListWithPreProcessing()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        // biling-pricing would return "families" because the flag is disabled
+        var plansJson = $@"[
+            {CreatePlanJson("families", "Families", "families", 40M, "price_id")},
+            {CreatePlanJson("enterprise-annually", "Enterprise", "enterprise", 144M, "price_id")}
+        ]";
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization")
+            .Respond("application/json", plansJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(false);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.ListPlans();
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Equal(2, result.Count);
+        // First plan should have been preprocessed from "families" to "families-2025"
+        Assert.Equal(PlanType.FamiliesAnnually2025, result[0].Type);
+        // Second plan should remain unchanged
+        Assert.Equal(PlanType.EnterpriseAnnually, result[1].Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    [Fact]
+    public async Task ListPlans_WithFeatureFlagEnabled_ReturnsListWithoutPreProcessing()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        var plansJson = $@"[
+            {CreatePlanJson("families", "Families", "families", 40M, "price_id")}
+        ]";
+
+        mockHttp.When(HttpMethod.Get, "*/plans/organization")
+            .Respond("application/json", plansJson);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.ListPlans();
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Single(result);
+        // Plan should remain as FamiliesAnnually when FF is enabled
+        Assert.Equal(PlanType.FamiliesAnnually, result[0].Type);
+        mockHttp.VerifyNoOutstandingExpectation();
+    }
+
+    #endregion
+
+    #region GetPlan - Additional Coverage
+
+    [Theory, BitAutoData]
+    public async Task GetPlan_WhenSelfHosted_ReturnsNull(
+        SutProvider<PricingClient> sutProvider)
+    {
+        // Arrange
+        var globalSettings = sutProvider.GetDependency<GlobalSettings>();
+        globalSettings.SelfHosted = true;
+
+        // Act
+        var result = await sutProvider.Sut.GetPlan(PlanType.FamiliesAnnually2025);
+
+        // Assert
+        Assert.Null(result);
+    }
+
+    [Theory, BitAutoData]
+    public async Task GetPlan_WhenPricingServiceDisabled_ReturnsStaticStorePlan(
+        SutProvider<PricingClient> sutProvider)
+    {
+        // Arrange
+        sutProvider.GetDependency<GlobalSettings>().SelfHosted = false;
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.UsePricingService)
+            .Returns(false);
+
+        // Act
+        var result = await sutProvider.Sut.GetPlan(PlanType.FamiliesAnnually);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Equal(PlanType.FamiliesAnnually, result.Type);
+    }
+
+    [Theory, BitAutoData]
+    public async Task GetPlan_WhenLookupKeyNotFound_ReturnsNull(
+        SutProvider<PricingClient> sutProvider)
+    {
+        // Arrange
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.UsePricingService)
+            .Returns(true);
+
+        // Act - Using PlanType that doesn't have a lookup key mapping
+        var result = await sutProvider.Sut.GetPlan(unchecked((PlanType)999));
+
+        // Assert
+        Assert.Null(result);
+    }
+
+    [Fact]
+    public async Task GetPlan_WhenPricingServiceReturnsNotFound_ReturnsNull()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond(HttpStatusCode.NotFound);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act
+        var result = await pricingClient.GetPlan(PlanType.FamiliesAnnually2025);
+
+        // Assert
+        Assert.Null(result);
+    }
+
+    [Fact]
+    public async Task GetPlan_WhenPricingServiceReturnsError_ThrowsBillingException()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        mockHttp.When(HttpMethod.Get, "*/plans/organization/*")
+            .Respond(HttpStatusCode.InternalServerError);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.PM26462_Milestone_3).Returns(true);
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act & Assert
+        await Assert.ThrowsAsync<BillingException>(() =>
+            pricingClient.GetPlan(PlanType.FamiliesAnnually2025));
+    }
+
+    #endregion
+
+    #region ListPlans - Additional Coverage
+
+    [Theory, BitAutoData]
+    public async Task ListPlans_WhenSelfHosted_ReturnsEmptyList(
+        SutProvider<PricingClient> sutProvider)
+    {
+        // Arrange
+        var globalSettings = sutProvider.GetDependency<GlobalSettings>();
+        globalSettings.SelfHosted = true;
+
+        // Act
+        var result = await sutProvider.Sut.ListPlans();
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Empty(result);
+    }
+
+    [Theory, BitAutoData]
+    public async Task ListPlans_WhenPricingServiceDisabled_ReturnsStaticStorePlans(
+        SutProvider<PricingClient> sutProvider)
+    {
+        // Arrange
+        sutProvider.GetDependency<GlobalSettings>().SelfHosted = false;
+
+        sutProvider.GetDependency<IFeatureService>()
+            .IsEnabled(FeatureFlagKeys.UsePricingService)
+            .Returns(false);
+
+        // Act
+        var result = await sutProvider.Sut.ListPlans();
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.NotEmpty(result);
+        Assert.Equal(StaticStore.Plans.Count(), result.Count);
+    }
+
+    [Fact]
+    public async Task ListPlans_WhenPricingServiceReturnsError_ThrowsBillingException()
+    {
+        // Arrange
+        var mockHttp = new MockHttpMessageHandler();
+        mockHttp.When(HttpMethod.Get, "*/plans/organization")
+            .Respond(HttpStatusCode.InternalServerError);
+
+        var featureService = Substitute.For<IFeatureService>();
+        featureService.IsEnabled(FeatureFlagKeys.UsePricingService).Returns(true);
+
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+
+        var httpClient = new HttpClient(mockHttp)
+        {
+            BaseAddress = new Uri("https://test.com/")
+        };
+
+        var logger = Substitute.For<ILogger<PricingClient>>();
+        var pricingClient = new PricingClient(featureService, globalSettings, httpClient, logger);
+
+        // Act & Assert
+        await Assert.ThrowsAsync<BillingException>(() =>
+            pricingClient.ListPlans());
+    }
+
+    #endregion
+
+    private static string CreatePlanJson(
+        string lookupKey,
+        string name,
+        string tier,
+        decimal seatsPrice,
+        string seatsStripePriceId,
+        int seatsQuantity = 1)
+    {
+        return $@"{{
+            ""lookupKey"": ""{lookupKey}"",
+            ""name"": ""{name}"",
+            ""tier"": ""{tier}"",
+            ""features"": [],
+            ""seats"": {{
+                ""type"": ""packaged"",
+                ""quantity"": {seatsQuantity},
+                ""price"": {seatsPrice},
+                ""stripePriceId"": ""{seatsStripePriceId}""
+            }},
+            ""canUpgradeTo"": [],
+            ""additionalData"": {{
+                ""nameLocalizationKey"": ""{lookupKey}Name"",
+                ""descriptionLocalizationKey"": ""{lookupKey}Description""
+            }}
+        }}";
+    }
+}

test/Core.Test/Billing/Services/OrganizationBillingServiceTests.cs

@@ -38,31 +38,32 @@ public class OrganizationBillingServiceTests
 
         var subscriberService = sutProvider.GetDependency<ISubscriberService>();
         var organizationSeatCount = new OrganizationSeatCounts { Users = 1, Sponsored = 0 };
-        var customer = new Customer
-        {
-            Discount = new Discount
-            {
-                Coupon = new Coupon
-                {
-                    Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
-                    AppliesTo = new CouponAppliesTo
-                    {
-                        Products = ["product_id"]
-                    }
-                }
-            }
-        };
+        var customer = new Customer();
 
         subscriberService
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options =>
-                options.Expand.Contains("discount.coupon.applies_to")))
+            .GetCustomer(organization)
             .Returns(customer);
 
-        subscriberService.GetSubscription(organization).Returns(new Subscription
-        {
-            Items = new StripeList<SubscriptionItem>
+        subscriberService.GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+            options.Expand.Contains("discounts.coupon.applies_to"))).Returns(new Subscription
             {
-                Data =
+                Discounts =
+            [
+                new Discount
+                {
+                    Coupon = new Coupon
+                    {
+                        Id = StripeConstants.CouponIDs.SecretsManagerStandalone,
+                        AppliesTo = new CouponAppliesTo
+                        {
+                            Products = ["product_id"]
+                        }
+                    }
+                }
+            ],
+                Items = new StripeList<SubscriptionItem>
+                {
+                    Data =
                 [
                     new SubscriptionItem
                     {
@@ -72,8 +73,8 @@ public class OrganizationBillingServiceTests
                         }
                     }
                 ]
-            }
-        });
+                }
+            });
 
         sutProvider.GetDependency<IOrganizationRepository>()
             .GetOccupiedSeatCountByOrganizationIdAsync(organization.Id)
@@ -109,11 +110,12 @@ public class OrganizationBillingServiceTests
 
         // Set up subscriber service to return null for customer
         subscriberService
-            .GetCustomer(organization, Arg.Is<CustomerGetOptions>(options => options.Expand.FirstOrDefault() == "discount.coupon.applies_to"))
+            .GetCustomer(organization)
             .Returns((Customer)null);
 
         // Set up subscriber service to return null for subscription
-        subscriberService.GetSubscription(organization).Returns((Subscription)null);
+        subscriberService.GetSubscription(organization, Arg.Is<SubscriptionGetOptions>(options =>
+            options.Expand.Contains("discounts.coupon.applies_to"))).Returns((Subscription)null);
 
         var metadata = await sutProvider.Sut.GetMetadata(organizationId);
 

test/Core.Test/Models/Business/BillingCustomerDiscountTests.cs

@@ -0,0 +1,497 @@
+using Bit.Core.Models.Business;
+using Bit.Test.Common.AutoFixture.Attributes;
+using Stripe;
+using Xunit;
+
+namespace Bit.Core.Test.Models.Business;
+
+public class BillingCustomerDiscountTests
+{
+    [Theory]
+    [BitAutoData]
+    public void Constructor_PercentageDiscount_SetsIdActivePercentOffAndAppliesTo(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 25.5m,
+                AmountOff = null,
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string> { "product1", "product2" }
+                }
+            },
+            End = null // Active discount
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(couponId, result.Id);
+        Assert.True(result.Active);
+        Assert.Equal(25.5m, result.PercentOff);
+        Assert.Null(result.AmountOff);
+        Assert.NotNull(result.AppliesTo);
+        Assert.Equal(2, result.AppliesTo.Count);
+        Assert.Contains("product1", result.AppliesTo);
+        Assert.Contains("product2", result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_AmountDiscount_ConvertsFromCentsToDollars(string couponId)
+    {
+        // Arrange - Stripe sends 1400 cents for $14.00
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = null,
+                AmountOff = 1400, // 1400 cents
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string>()
+                }
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(couponId, result.Id);
+        Assert.True(result.Active);
+        Assert.Null(result.PercentOff);
+        Assert.Equal(14.00m, result.AmountOff); // Converted to dollars
+        Assert.NotNull(result.AppliesTo);
+        Assert.Empty(result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_InactiveDiscount_SetsActiveToFalse(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 15m
+            },
+            End = DateTime.UtcNow.AddDays(-1) // Expired discount
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(couponId, result.Id);
+        Assert.False(result.Active);
+        Assert.Equal(15m, result.PercentOff);
+    }
+
+    [Fact]
+    public void Constructor_NullCoupon_SetsDiscountPropertiesToNull()
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = null,
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Null(result.Id);
+        Assert.True(result.Active);
+        Assert.Null(result.PercentOff);
+        Assert.Null(result.AmountOff);
+        Assert.Null(result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_NullAmountOff_SetsAmountOffToNull(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 10m,
+                AmountOff = null
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Null(result.AmountOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_ZeroAmountOff_ConvertsCorrectly(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                AmountOff = 0
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(0m, result.AmountOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_LargeAmountOff_ConvertsCorrectly(string couponId)
+    {
+        // Arrange - $100.00 discount
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                AmountOff = 10000 // 10000 cents = $100.00
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(100.00m, result.AmountOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_SmallAmountOff_ConvertsCorrectly(string couponId)
+    {
+        // Arrange - $0.50 discount
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                AmountOff = 50 // 50 cents = $0.50
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(0.50m, result.AmountOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_BothDiscountTypes_SetsPercentOffAndAmountOff(string couponId)
+    {
+        // Arrange - Coupon with both percentage and amount (edge case)
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 20m,
+                AmountOff = 500 // $5.00
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(20m, result.PercentOff);
+        Assert.Equal(5.00m, result.AmountOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithNullAppliesTo_SetsAppliesToNull(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 10m,
+                AppliesTo = null
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Null(result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithNullProductsList_SetsAppliesToNull(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 10m,
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = null
+                }
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Null(result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithDecimalAmountOff_RoundsCorrectly(string couponId)
+    {
+        // Arrange - 1425 cents = $14.25
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                AmountOff = 1425
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Equal(14.25m, result.AmountOff);
+    }
+
+    [Fact]
+    public void Constructor_DefaultConstructor_InitializesAllPropertiesToNullOrFalse()
+    {
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount();
+
+        // Assert
+        Assert.Null(result.Id);
+        Assert.False(result.Active);
+        Assert.Null(result.PercentOff);
+        Assert.Null(result.AmountOff);
+        Assert.Null(result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithFutureEndDate_SetsActiveToFalse(string couponId)
+    {
+        // Arrange - Discount expires in the future
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 20m
+            },
+            End = DateTime.UtcNow.AddDays(30) // Expires in 30 days
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.False(result.Active); // Should be inactive because End is not null
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithPastEndDate_SetsActiveToFalse(string couponId)
+    {
+        // Arrange - Discount already expired
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 20m
+            },
+            End = DateTime.UtcNow.AddDays(-30) // Expired 30 days ago
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.False(result.Active); // Should be inactive because End is not null
+    }
+
+    [Fact]
+    public void Constructor_WithNullCouponId_SetsIdToNull()
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = null,
+                PercentOff = 20m
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Null(result.Id);
+        Assert.True(result.Active);
+        Assert.Equal(20m, result.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithNullPercentOff_SetsPercentOffToNull(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = null,
+                AmountOff = 1000
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.Null(result.PercentOff);
+        Assert.Equal(10.00m, result.AmountOff);
+    }
+
+    [Fact]
+    public void Constructor_WithCompleteStripeDiscount_MapsAllProperties()
+    {
+        // Arrange - Comprehensive test with all Stripe Discount properties set
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = "premium_discount_2024",
+                PercentOff = 25m,
+                AmountOff = 1500, // $15.00
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string> { "prod_premium", "prod_family", "prod_teams" }
+                }
+            },
+            End = null // Active
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert - Verify all properties mapped correctly
+        Assert.Equal("premium_discount_2024", result.Id);
+        Assert.True(result.Active);
+        Assert.Equal(25m, result.PercentOff);
+        Assert.Equal(15.00m, result.AmountOff);
+        Assert.NotNull(result.AppliesTo);
+        Assert.Equal(3, result.AppliesTo.Count);
+        Assert.Contains("prod_premium", result.AppliesTo);
+        Assert.Contains("prod_family", result.AppliesTo);
+        Assert.Contains("prod_teams", result.AppliesTo);
+    }
+
+    [Fact]
+    public void Constructor_WithMinimalStripeDiscount_HandlesNullsGracefully()
+    {
+        // Arrange - Minimal Stripe Discount with most properties null
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = null,
+                PercentOff = null,
+                AmountOff = null,
+                AppliesTo = null
+            },
+            End = DateTime.UtcNow.AddDays(10) // Has end date
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert - Should handle all nulls gracefully
+        Assert.Null(result.Id);
+        Assert.False(result.Active);
+        Assert.Null(result.PercentOff);
+        Assert.Null(result.AmountOff);
+        Assert.Null(result.AppliesTo);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public void Constructor_WithEmptyProductsList_PreservesEmptyList(string couponId)
+    {
+        // Arrange
+        var discount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = couponId,
+                PercentOff = 10m,
+                AppliesTo = new CouponAppliesTo
+                {
+                    Products = new List<string>() // Empty but not null
+                }
+            },
+            End = null
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingCustomerDiscount(discount);
+
+        // Assert
+        Assert.NotNull(result.AppliesTo);
+        Assert.Empty(result.AppliesTo);
+    }
+}

test/Core.Test/Models/Business/SecretsManagerSubscriptionUpdateTests.cs

@@ -22,7 +22,7 @@ public class SecretsManagerSubscriptionUpdateTests
     }
 
     public static TheoryData<Plan> NonSmPlans =>
-        ToPlanTheory([PlanType.Custom, PlanType.FamiliesAnnually, PlanType.FamiliesAnnually2019]);
+        ToPlanTheory([PlanType.Custom, PlanType.FamiliesAnnually, PlanType.FamiliesAnnually2025, PlanType.FamiliesAnnually2019]);
 
     public static TheoryData<Plan> SmPlans => ToPlanTheory([
         PlanType.EnterpriseAnnually2019,

test/Core.Test/Models/Business/SubscriptionInfoTests.cs

@@ -0,0 +1,125 @@
+using Bit.Core.Models.Business;
+using Stripe;
+using Xunit;
+
+namespace Bit.Core.Test.Models.Business;
+
+public class SubscriptionInfoTests
+{
+    [Fact]
+    public void BillingSubscriptionItem_NullPlan_HandlesGracefully()
+    {
+        // Arrange - SubscriptionItem with null Plan
+        var subscriptionItem = new SubscriptionItem
+        {
+            Plan = null,
+            Quantity = 1
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingSubscription.BillingSubscriptionItem(subscriptionItem);
+
+        // Assert - Should handle null Plan gracefully
+        Assert.Null(result.ProductId);
+        Assert.Null(result.Name);
+        Assert.Equal(0m, result.Amount); // Defaults to 0 when Plan is null
+        Assert.Null(result.Interval);
+        Assert.Equal(1, result.Quantity);
+        Assert.False(result.SponsoredSubscriptionItem);
+        Assert.False(result.AddonSubscriptionItem);
+    }
+
+    [Fact]
+    public void BillingSubscriptionItem_NullAmount_SetsToZero()
+    {
+        // Arrange - SubscriptionItem with Plan but null Amount
+        var subscriptionItem = new SubscriptionItem
+        {
+            Plan = new Plan
+            {
+                ProductId = "prod_test",
+                Nickname = "Test Plan",
+                Amount = null, // Null amount
+                Interval = "month"
+            },
+            Quantity = 1
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingSubscription.BillingSubscriptionItem(subscriptionItem);
+
+        // Assert - Should default to 0 when Amount is null
+        Assert.Equal("prod_test", result.ProductId);
+        Assert.Equal("Test Plan", result.Name);
+        Assert.Equal(0m, result.Amount); // Business rule: defaults to 0 when null
+        Assert.Equal("month", result.Interval);
+        Assert.Equal(1, result.Quantity);
+    }
+
+    [Fact]
+    public void BillingSubscriptionItem_ZeroAmount_PreservesZero()
+    {
+        // Arrange - SubscriptionItem with Plan and zero Amount
+        var subscriptionItem = new SubscriptionItem
+        {
+            Plan = new Plan
+            {
+                ProductId = "prod_test",
+                Nickname = "Test Plan",
+                Amount = 0, // Zero amount (0 cents)
+                Interval = "month"
+            },
+            Quantity = 1
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingSubscription.BillingSubscriptionItem(subscriptionItem);
+
+        // Assert - Should preserve zero amount
+        Assert.Equal("prod_test", result.ProductId);
+        Assert.Equal("Test Plan", result.Name);
+        Assert.Equal(0m, result.Amount); // Zero amount preserved
+        Assert.Equal("month", result.Interval);
+    }
+
+    [Fact]
+    public void BillingUpcomingInvoice_ZeroAmountDue_ConvertsToZero()
+    {
+        // Arrange - Invoice with zero AmountDue
+        // Note: Stripe's Invoice.AmountDue is non-nullable long, so we test with 0
+        // The null-coalescing operator (?? 0) in the constructor handles the case where
+        // ConvertFromStripeMinorUnits returns null, but since AmountDue is non-nullable,
+        // this test verifies the conversion path works correctly for zero values
+        var invoice = new Invoice
+        {
+            AmountDue = 0, // Zero amount due (0 cents)
+            Created = DateTime.UtcNow
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingUpcomingInvoice(invoice);
+
+        // Assert - Should convert zero correctly
+        Assert.Equal(0m, result.Amount);
+        Assert.NotNull(result.Date);
+    }
+
+    [Fact]
+    public void BillingUpcomingInvoice_ValidAmountDue_ConvertsCorrectly()
+    {
+        // Arrange - Invoice with valid AmountDue
+        var invoice = new Invoice
+        {
+            AmountDue = 2500, // 2500 cents = $25.00
+            Created = DateTime.UtcNow
+        };
+
+        // Act
+        var result = new SubscriptionInfo.BillingUpcomingInvoice(invoice);
+
+        // Assert - Should convert correctly
+        Assert.Equal(25.00m, result.Amount); // Converted from cents
+        Assert.NotNull(result.Date);
+    }
+}
+

test/Core.Test/Platform/Mailer/HandlebarMailRendererTests.cs

@@ -1,5 +1,8 @@
 using Bit.Core.Platform.Mail.Mailer;
+using Bit.Core.Settings;
 using Bit.Core.Test.Platform.Mailer.TestMail;
+using Microsoft.Extensions.Logging;
+using NSubstitute;
 using Xunit;
 
 namespace Bit.Core.Test.Platform.Mailer;
@@ -9,7 +12,10 @@ public class HandlebarMailRendererTests
     [Fact]
     public async Task RenderAsync_ReturnsExpectedHtmlAndTxt()
     {
-        var renderer = new HandlebarMailRenderer();
+        var logger = Substitute.For<ILogger<HandlebarMailRenderer>>();
+        var globalSettings = new GlobalSettings { SelfHosted = false };
+        var renderer = new HandlebarMailRenderer(logger, globalSettings);
+
         var view = new TestMailView { Name = "John Smith" };
 
         var (html, txt) = await renderer.RenderAsync(view);
@@ -17,4 +23,150 @@ public class HandlebarMailRendererTests
         Assert.Equal("Hello <b>John Smith</b>", html.Trim());
         Assert.Equal("Hello John Smith", txt.Trim());
     }
+
+    [Fact]
+    public async Task RenderAsync_LoadsFromDisk_WhenSelfHostedAndFileExists()
+    {
+        var logger = Substitute.For<ILogger<HandlebarMailRenderer>>();
+        var tempDir = Path.Combine(Path.GetTempPath(), Guid.NewGuid().ToString());
+        Directory.CreateDirectory(tempDir);
+
+        try
+        {
+            var globalSettings = new GlobalSettings
+            {
+                SelfHosted = true,
+                MailTemplateDirectory = tempDir
+            };
+
+            // Create test template files on disk
+            var htmlTemplatePath = Path.Combine(tempDir, "Bit.Core.Test.Platform.Mailer.TestMail.TestMailView.html.hbs");
+            var txtTemplatePath = Path.Combine(tempDir, "Bit.Core.Test.Platform.Mailer.TestMail.TestMailView.text.hbs");
+            await File.WriteAllTextAsync(htmlTemplatePath, "Custom HTML: <b>{{Name}}</b>");
+            await File.WriteAllTextAsync(txtTemplatePath, "Custom TXT: {{Name}}");
+
+            var renderer = new HandlebarMailRenderer(logger, globalSettings);
+            var view = new TestMailView { Name = "Jane Doe" };
+
+            var (html, txt) = await renderer.RenderAsync(view);
+
+            Assert.Equal("Custom HTML: <b>Jane Doe</b>", html.Trim());
+            Assert.Equal("Custom TXT: Jane Doe", txt.Trim());
+        }
+        finally
+        {
+            // Cleanup
+            if (Directory.Exists(tempDir))
+            {
+                Directory.Delete(tempDir, true);
+            }
+        }
+    }
+
+    [Theory]
+    [InlineData("../../../etc/passwd")]
+    [InlineData("../../../../malicious.txt")]
+    [InlineData("../../malicious.txt")]
+    [InlineData("../malicious.txt")]
+    public async Task ReadSourceFromDiskAsync_PrevenetsPathTraversal_WhenMaliciousPathProvided(string maliciousPath)
+    {
+        var logger = Substitute.For<ILogger<HandlebarMailRenderer>>();
+        var tempDir = Path.Combine(Path.GetTempPath(), Guid.NewGuid().ToString());
+        Directory.CreateDirectory(tempDir);
+
+        try
+        {
+            var globalSettings = new GlobalSettings
+            {
+                SelfHosted = true,
+                MailTemplateDirectory = tempDir
+            };
+
+            // Create a malicious file outside the template directory
+            var maliciousFile = Path.Combine(Path.GetTempPath(), "malicious.txt");
+            await File.WriteAllTextAsync(maliciousFile, "Malicious Content");
+
+            var renderer = new HandlebarMailRenderer(logger, globalSettings);
+
+            // Use reflection to call the private ReadSourceFromDiskAsync method
+            var method = typeof(HandlebarMailRenderer).GetMethod("ReadSourceFromDiskAsync",
+                System.Reflection.BindingFlags.NonPublic | System.Reflection.BindingFlags.Instance);
+            var task = (Task<string?>)method!.Invoke(renderer, new object[] { maliciousPath })!;
+            var result = await task;
+
+            // Should return null and not load the malicious file
+            Assert.Null(result);
+
+            // Verify that a warning was logged for the path traversal attempt
+            logger.Received(1).Log(
+                LogLevel.Warning,
+                Arg.Any<EventId>(),
+                Arg.Any<object>(),
+                Arg.Any<Exception>(),
+                Arg.Any<Func<object, Exception, string>>());
+
+            // Cleanup malicious file
+            if (File.Exists(maliciousFile))
+            {
+                File.Delete(maliciousFile);
+            }
+        }
+        finally
+        {
+            // Cleanup
+            if (Directory.Exists(tempDir))
+            {
+                Directory.Delete(tempDir, true);
+            }
+        }
+    }
+
+    [Fact]
+    public async Task ReadSourceFromDiskAsync_AllowsValidFileWithDifferentCase_WhenCaseInsensitiveFileSystem()
+    {
+        var logger = Substitute.For<ILogger<HandlebarMailRenderer>>();
+        var tempDir = Path.Combine(Path.GetTempPath(), Guid.NewGuid().ToString());
+        Directory.CreateDirectory(tempDir);
+
+        try
+        {
+            var globalSettings = new GlobalSettings
+            {
+                SelfHosted = true,
+                MailTemplateDirectory = tempDir
+            };
+
+            // Create a test template file
+            var templateFileName = "TestTemplate.hbs";
+            var templatePath = Path.Combine(tempDir, templateFileName);
+            await File.WriteAllTextAsync(templatePath, "Test Content");
+
+            var renderer = new HandlebarMailRenderer(logger, globalSettings);
+
+            // Try to read with different case (should work on case-insensitive file systems like Windows/macOS)
+            var method = typeof(HandlebarMailRenderer).GetMethod("ReadSourceFromDiskAsync",
+                System.Reflection.BindingFlags.NonPublic | System.Reflection.BindingFlags.Instance);
+            var task = (Task<string?>)method!.Invoke(renderer, new object[] { templateFileName })!;
+            var result = await task;
+
+            // Should successfully read the file
+            Assert.Equal("Test Content", result);
+
+            // Verify no warning was logged
+            logger.DidNotReceive().Log(
+                LogLevel.Warning,
+                Arg.Any<EventId>(),
+                Arg.Any<object>(),
+                Arg.Any<Exception>(),
+                Arg.Any<Func<object, Exception, string>>());
+        }
+        finally
+        {
+            // Cleanup
+            if (Directory.Exists(tempDir))
+            {
+                Directory.Delete(tempDir, true);
+            }
+        }
+    }
 }

test/Core.Test/Platform/Mailer/MailerTest.cs

@@ -1,18 +1,24 @@
 using Bit.Core.Models.Mail;
 using Bit.Core.Platform.Mail.Delivery;
 using Bit.Core.Platform.Mail.Mailer;
+using Bit.Core.Settings;
 using Bit.Core.Test.Platform.Mailer.TestMail;
+using Microsoft.Extensions.Logging;
 using NSubstitute;
 using Xunit;
 
 namespace Bit.Core.Test.Platform.Mailer;
+
 public class MailerTest
 {
     [Fact]
     public async Task SendEmailAsync()
     {
+        var logger = Substitute.For<ILogger<HandlebarMailRenderer>>();
+        var globalSettings = new GlobalSettings { SelfHosted = false };
         var deliveryService = Substitute.For<IMailDeliveryService>();
-        var mailer = new Core.Platform.Mail.Mailer.Mailer(new HandlebarMailRenderer(), deliveryService);
+
+        var mailer = new Core.Platform.Mail.Mailer.Mailer(new HandlebarMailRenderer(logger, globalSettings), deliveryService);
 
         var mail = new TestMail.TestMail()
         {

test/Core.Test/Services/HandlebarsMailServiceTests.cs

@@ -268,4 +268,115 @@ public class HandlebarsMailServiceTests
         // Assert
         await _mailDeliveryService.Received(1).SendEmailAsync(Arg.Any<MailMessage>());
     }
+
+    [Fact]
+    public async Task SendIndividualUserWelcomeEmailAsync_SendsCorrectEmail()
+    {
+        // Arrange
+        var user = new User
+        {
+            Id = Guid.NewGuid(),
+            Email = "test@example.com"
+        };
+
+        // Act
+        await _sut.SendIndividualUserWelcomeEmailAsync(user);
+
+        // Assert
+        await _mailDeliveryService.Received(1).SendEmailAsync(Arg.Is<MailMessage>(m =>
+            m.MetaData != null &&
+            m.ToEmails.Contains("test@example.com") &&
+            m.Subject == "Welcome to Bitwarden!" &&
+            m.Category == "Welcome"));
+    }
+
+    [Fact]
+    public async Task SendOrganizationUserWelcomeEmailAsync_SendsCorrectEmailWithOrganizationName()
+    {
+        // Arrange
+        var user = new User
+        {
+            Id = Guid.NewGuid(),
+            Email = "user@company.com"
+        };
+        var organizationName = "Bitwarden Corp";
+
+        // Act
+        await _sut.SendOrganizationUserWelcomeEmailAsync(user, organizationName);
+
+        // Assert
+        await _mailDeliveryService.Received(1).SendEmailAsync(Arg.Is<MailMessage>(m =>
+            m.MetaData != null &&
+            m.ToEmails.Contains("user@company.com") &&
+            m.Subject == "Welcome to Bitwarden!" &&
+            m.HtmlContent.Contains("Bitwarden Corp") &&
+            m.Category == "Welcome"));
+    }
+
+    [Fact]
+    public async Task SendFreeOrgOrFamilyOrgUserWelcomeEmailAsync_SendsCorrectEmailWithFamilyTemplate()
+    {
+        // Arrange
+        var user = new User
+        {
+            Id = Guid.NewGuid(),
+            Email = "family@example.com"
+        };
+        var familyOrganizationName = "Smith Family";
+
+        // Act
+        await _sut.SendFreeOrgOrFamilyOrgUserWelcomeEmailAsync(user, familyOrganizationName);
+
+        // Assert
+        await _mailDeliveryService.Received(1).SendEmailAsync(Arg.Is<MailMessage>(m =>
+            m.MetaData != null &&
+            m.ToEmails.Contains("family@example.com") &&
+            m.Subject == "Welcome to Bitwarden!" &&
+            m.HtmlContent.Contains("Smith Family") &&
+            m.Category == "Welcome"));
+    }
+
+    [Theory]
+    [InlineData("Acme Corp", "Acme Corp")]
+    [InlineData("Company & Associates", "Company &amp; Associates")]
+    [InlineData("Test \"Quoted\" Org", "Test &quot;Quoted&quot; Org")]
+    public async Task SendOrganizationUserWelcomeEmailAsync_SanitizesOrganizationNameForEmail(string inputOrgName, string expectedSanitized)
+    {
+        // Arrange
+        var user = new User
+        {
+            Id = Guid.NewGuid(),
+            Email = "test@example.com"
+        };
+
+        // Act
+        await _sut.SendOrganizationUserWelcomeEmailAsync(user, inputOrgName);
+
+        // Assert
+        await _mailDeliveryService.Received(1).SendEmailAsync(Arg.Is<MailMessage>(m =>
+            m.HtmlContent.Contains(expectedSanitized) &&
+            !m.HtmlContent.Contains("<script>") && // Ensure script tags are removed
+            m.Category == "Welcome"));
+    }
+
+    [Theory]
+    [InlineData("test@example.com")]
+    [InlineData("user+tag@domain.co.uk")]
+    [InlineData("admin@organization.org")]
+    public async Task SendIndividualUserWelcomeEmailAsync_HandlesVariousEmailFormats(string email)
+    {
+        // Arrange
+        var user = new User
+        {
+            Id = Guid.NewGuid(),
+            Email = email
+        };
+
+        // Act
+        await _sut.SendIndividualUserWelcomeEmailAsync(user);
+
+        // Assert
+        await _mailDeliveryService.Received(1).SendEmailAsync(Arg.Is<MailMessage>(m =>
+            m.ToEmails.Contains(email)));
+    }
 }

test/Core.Test/Services/StripePaymentServiceTests.cs

@@ -3,6 +3,7 @@ using Bit.Core.Billing.Enums;
 using Bit.Core.Billing.Models.StaticStore.Plans;
 using Bit.Core.Billing.Pricing;
 using Bit.Core.Billing.Tax.Requests;
+using Bit.Core.Entities;
 using Bit.Core.Enums;
 using Bit.Core.Services;
 using Bit.Test.Common.AutoFixture;
@@ -515,4 +516,399 @@ public class StripePaymentServiceTests
             options.CustomerDetails.TaxExempt == StripeConstants.TaxExempt.Reverse
         ));
     }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithCustomerDiscount_ReturnsDiscountFromCustomer(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var customerDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                PercentOff = 20m,
+                AmountOff = 1400
+            },
+            End = null
+        };
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer
+            {
+                Discount = customerDiscount
+            },
+            Discounts = new List<Discount>(), // Empty list
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.Equal(20m, result.CustomerDiscount.PercentOff);
+        Assert.Equal(14.00m, result.CustomerDiscount.AmountOff); // Converted from cents
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithoutCustomerDiscount_FallsBackToSubscriptionDiscounts(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var subscriptionDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                PercentOff = 15m,
+                AmountOff = null
+            },
+            End = null
+        };
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer
+            {
+                Discount = null // No customer discount
+            },
+            Discounts = new List<Discount> { subscriptionDiscount },
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert - Should use subscription discount as fallback
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.Equal(15m, result.CustomerDiscount.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithBothDiscounts_PrefersCustomerDiscount(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var customerDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = StripeConstants.CouponIDs.Milestone2SubscriptionDiscount,
+                PercentOff = 25m
+            },
+            End = null
+        };
+
+        var subscriptionDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = "different-coupon-id",
+                PercentOff = 10m
+            },
+            End = null
+        };
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer
+            {
+                Discount = customerDiscount // Should prefer this
+            },
+            Discounts = new List<Discount> { subscriptionDiscount },
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert - Should prefer customer discount over subscription discount
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal(StripeConstants.CouponIDs.Milestone2SubscriptionDiscount, result.CustomerDiscount.Id);
+        Assert.Equal(25m, result.CustomerDiscount.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithNoDiscounts_ReturnsNullDiscount(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer
+            {
+                Discount = null
+            },
+            Discounts = new List<Discount>(), // Empty list, no discounts
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithMultipleSubscriptionDiscounts_SelectsFirstDiscount(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange - Multiple subscription-level discounts, no customer discount
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var firstDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = "coupon-10-percent",
+                PercentOff = 10m
+            },
+            End = null
+        };
+
+        var secondDiscount = new Discount
+        {
+            Coupon = new Coupon
+            {
+                Id = "coupon-20-percent",
+                PercentOff = 20m
+            },
+            End = null
+        };
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer
+            {
+                Discount = null // No customer discount
+            },
+            // Multiple subscription discounts - FirstOrDefault() should select the first one
+            Discounts = new List<Discount> { firstDiscount, secondDiscount },
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert - Should select the first discount from the list (FirstOrDefault() behavior)
+        Assert.NotNull(result.CustomerDiscount);
+        Assert.Equal("coupon-10-percent", result.CustomerDiscount.Id);
+        Assert.Equal(10m, result.CustomerDiscount.PercentOff);
+        // Verify the second discount was not selected
+        Assert.NotEqual("coupon-20-percent", result.CustomerDiscount.Id);
+        Assert.NotEqual(20m, result.CustomerDiscount.PercentOff);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithNullCustomer_HandlesGracefully(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange - Subscription with null Customer (defensive null check scenario)
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = null, // Customer not expanded or null
+            Discounts = new List<Discount>(), // Empty discounts
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert - Should handle null Customer gracefully without throwing NullReferenceException
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithNullDiscounts_HandlesGracefully(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange - Subscription with null Discounts (defensive null check scenario)
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer
+            {
+                Discount = null // No customer discount
+            },
+            Discounts = null, // Discounts not expanded or null
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        sutProvider.GetDependency<IStripeAdapter>()
+            .SubscriptionGetAsync(
+                subscriber.GatewaySubscriptionId,
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert - Should handle null Discounts gracefully without throwing NullReferenceException
+        Assert.Null(result.CustomerDiscount);
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_VerifiesCorrectExpandOptions(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange
+        subscriber.Gateway = GatewayType.Stripe;
+        subscriber.GatewayCustomerId = "cus_test123";
+        subscriber.GatewaySubscriptionId = "sub_test123";
+
+        var subscription = new Subscription
+        {
+            Id = "sub_test123",
+            Status = "active",
+            CollectionMethod = "charge_automatically",
+            Customer = new Customer { Discount = null },
+            Discounts = new List<Discount>(), // Empty list
+            Items = new StripeList<SubscriptionItem> { Data = [] }
+        };
+
+        var stripeAdapter = sutProvider.GetDependency<IStripeAdapter>();
+        stripeAdapter
+            .SubscriptionGetAsync(
+                Arg.Any<string>(),
+                Arg.Any<SubscriptionGetOptions>())
+            .Returns(subscription);
+
+        // Act
+        await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert - Verify expand options are correct
+        await stripeAdapter.Received(1).SubscriptionGetAsync(
+            subscriber.GatewaySubscriptionId,
+            Arg.Is<SubscriptionGetOptions>(o =>
+                o.Expand.Contains("customer.discount.coupon.applies_to") &&
+                o.Expand.Contains("discounts.coupon.applies_to") &&
+                o.Expand.Contains("test_clock")));
+    }
+
+    [Theory]
+    [BitAutoData]
+    public async Task GetSubscriptionAsync_WithEmptyGatewaySubscriptionId_ReturnsEmptySubscriptionInfo(
+        SutProvider<StripePaymentService> sutProvider,
+        User subscriber)
+    {
+        // Arrange
+        subscriber.GatewaySubscriptionId = null;
+
+        // Act
+        var result = await sutProvider.Sut.GetSubscriptionAsync(subscriber);
+
+        // Assert
+        Assert.NotNull(result);
+        Assert.Null(result.Subscription);
+        Assert.Null(result.CustomerDiscount);
+        Assert.Null(result.UpcomingInvoice);
+
+        // Verify no Stripe API calls were made
+        await sutProvider.GetDependency<IStripeAdapter>()
+            .DidNotReceive()
+            .SubscriptionGetAsync(Arg.Any<string>(), Arg.Any<SubscriptionGetOptions>());
+    }
 }

test/Core.Test/Tools/ImportFeatures/ImportCiphersAsyncCommandTests.cs

@@ -238,4 +238,55 @@ public class ImportCiphersAsyncCommandTests
         Assert.Equal("This organization can only have a maximum of " +
         $"{organization.MaxCollections} collections.", exception.Message);
     }
+
+    [Theory, BitAutoData]
+    public async Task ImportIntoOrganizationalVaultAsync_WithNullImportingOrgUser_SkipsCollectionUserCreation(
+        Organization organization,
+        Guid importingUserId,
+        List<Collection> collections,
+        List<CipherDetails> ciphers,
+        SutProvider<ImportCiphersCommand> sutProvider)
+    {
+        organization.MaxCollections = null;
+
+        foreach (var collection in collections)
+        {
+            collection.OrganizationId = organization.Id;
+        }
+
+        foreach (var cipher in ciphers)
+        {
+            cipher.OrganizationId = organization.Id;
+        }
+
+        KeyValuePair<int, int>[] collectionRelationships = {
+            new(0, 0),
+            new(1, 1),
+            new(2, 2)
+        };
+
+        sutProvider.GetDependency<IOrganizationRepository>()
+            .GetByIdAsync(organization.Id)
+            .Returns(organization);
+
+        // Simulate provider-created org with no members - importing user is NOT an org member
+        sutProvider.GetDependency<IOrganizationUserRepository>()
+            .GetByOrganizationAsync(organization.Id, importingUserId)
+            .Returns((OrganizationUser)null);
+
+        sutProvider.GetDependency<ICollectionRepository>()
+            .GetManyByOrganizationIdAsync(organization.Id)
+            .Returns(new List<Collection>());
+
+        await sutProvider.Sut.ImportIntoOrganizationalVaultAsync(collections, ciphers, collectionRelationships, importingUserId);
+
+        // Verify ciphers were created but no CollectionUser entries were created (because the organization user (importingUserId) is null)
+        await sutProvider.GetDependency<ICipherRepository>().Received(1).CreateAsync(
+            ciphers,
+            Arg.Is<IEnumerable<Collection>>(cols => cols.Count() == collections.Count),
+            Arg.Is<IEnumerable<CollectionCipher>>(cc => cc.Count() == ciphers.Count),
+            Arg.Is<IEnumerable<CollectionUser>>(cus => !cus.Any()));
+
+        await sutProvider.GetDependency<IPushNotificationService>().Received(1).PushSyncVaultAsync(importingUserId);
+    }
 }

test/Core.Test/Utilities/ExtendedCacheServiceCollectionExtensionsTests.cs

@@ -0,0 +1,171 @@
+using Bit.Core.Settings;
+using Microsoft.Extensions.Caching.Distributed;
+using Microsoft.Extensions.Configuration;
+using Microsoft.Extensions.DependencyInjection;
+using Microsoft.Extensions.DependencyInjection.Extensions;
+using NSubstitute;
+using StackExchange.Redis;
+using Xunit;
+using ZiggyCreatures.Caching.Fusion;
+
+namespace Bit.Core.Test.Utilities;
+
+public class ExtendedCacheServiceCollectionExtensionsTests
+{
+    private readonly IServiceCollection _services;
+    private readonly GlobalSettings _globalSettings;
+
+    public ExtendedCacheServiceCollectionExtensionsTests()
+    {
+        _services = new ServiceCollection();
+
+        var config = new ConfigurationBuilder()
+            .AddInMemoryCollection(new Dictionary<string, string?>())
+            .Build();
+
+        _globalSettings = new GlobalSettings();
+        config.GetSection("GlobalSettings").Bind(_globalSettings);
+
+        _services.TryAddSingleton(config);
+        _services.TryAddSingleton(_globalSettings);
+        _services.TryAddSingleton<IGlobalSettings>(_globalSettings);
+        _services.AddLogging();
+    }
+
+    [Fact]
+    public void TryAddFusionCoreServices_CustomSettings_OverridesDefaults()
+    {
+        var settings = CreateGlobalSettings(new Dictionary<string, string?>
+        {
+            { "GlobalSettings:DistributedCache:Duration", "00:12:00" },
+            { "GlobalSettings:DistributedCache:FailSafeMaxDuration", "01:30:00" },
+            { "GlobalSettings:DistributedCache:FailSafeThrottleDuration", "00:01:00" },
+            { "GlobalSettings:DistributedCache:EagerRefreshThreshold", "0.75" },
+            { "GlobalSettings:DistributedCache:FactorySoftTimeout", "00:00:00.020" },
+            { "GlobalSettings:DistributedCache:FactoryHardTimeout", "00:00:03" },
+            { "GlobalSettings:DistributedCache:DistributedCacheSoftTimeout", "00:00:00.500" },
+            { "GlobalSettings:DistributedCache:DistributedCacheHardTimeout", "00:00:01.500" },
+            { "GlobalSettings:DistributedCache:JitterMaxDuration", "00:00:05" },
+            { "GlobalSettings:DistributedCache:IsFailSafeEnabled", "false" },
+            { "GlobalSettings:DistributedCache:AllowBackgroundDistributedCacheOperations", "false" },
+        });
+
+        _services.TryAddExtendedCacheServices(settings);
+        using var provider = _services.BuildServiceProvider();
+        var fusionCache = provider.GetRequiredService<IFusionCache>();
+        var options = fusionCache.DefaultEntryOptions;
+
+        Assert.Equal(TimeSpan.FromMinutes(12), options.Duration);
+        Assert.False(options.IsFailSafeEnabled);
+        Assert.Equal(TimeSpan.FromHours(1.5), options.FailSafeMaxDuration);
+        Assert.Equal(TimeSpan.FromMinutes(1), options.FailSafeThrottleDuration);
+        Assert.Equal(0.75f, options.EagerRefreshThreshold);
+        Assert.Equal(TimeSpan.FromMilliseconds(20), options.FactorySoftTimeout);
+        Assert.Equal(TimeSpan.FromMilliseconds(3000), options.FactoryHardTimeout);
+        Assert.Equal(TimeSpan.FromSeconds(0.5), options.DistributedCacheSoftTimeout);
+        Assert.Equal(TimeSpan.FromSeconds(1.5), options.DistributedCacheHardTimeout);
+        Assert.False(options.AllowBackgroundDistributedCacheOperations);
+        Assert.Equal(TimeSpan.FromSeconds(5), options.JitterMaxDuration);
+    }
+
+    [Fact]
+    public void TryAddFusionCoreServices_DefaultSettings_ConfiguresExpectedValues()
+    {
+        _services.TryAddExtendedCacheServices(_globalSettings);
+        using var provider = _services.BuildServiceProvider();
+
+        var fusionCache = provider.GetRequiredService<IFusionCache>();
+        var options = fusionCache.DefaultEntryOptions;
+
+        Assert.Equal(TimeSpan.FromMinutes(30), options.Duration);
+        Assert.True(options.IsFailSafeEnabled);
+        Assert.Equal(TimeSpan.FromHours(2), options.FailSafeMaxDuration);
+        Assert.Equal(TimeSpan.FromSeconds(30), options.FailSafeThrottleDuration);
+        Assert.Equal(0.9f, options.EagerRefreshThreshold);
+        Assert.Equal(TimeSpan.FromMilliseconds(100), options.FactorySoftTimeout);
+        Assert.Equal(TimeSpan.FromMilliseconds(1500), options.FactoryHardTimeout);
+        Assert.Equal(TimeSpan.FromSeconds(1), options.DistributedCacheSoftTimeout);
+        Assert.Equal(TimeSpan.FromSeconds(2), options.DistributedCacheHardTimeout);
+        Assert.True(options.AllowBackgroundDistributedCacheOperations);
+        Assert.Equal(TimeSpan.FromSeconds(2), options.JitterMaxDuration);
+    }
+
+    [Fact]
+    public void TryAddFusionCoreServices_MultipleCalls_OnlyConfiguresOnce()
+    {
+        var settings = CreateGlobalSettings(new Dictionary<string, string?>
+        {
+            { "GlobalSettings:DistributedCache:Redis:ConnectionString", "localhost:6379" },
+        });
+        _services.AddSingleton(Substitute.For<IConnectionMultiplexer>());
+        _services.TryAddExtendedCacheServices(settings);
+        _services.TryAddExtendedCacheServices(settings);
+        _services.TryAddExtendedCacheServices(settings);
+
+        var registrations = _services.Where(s => s.ServiceType == typeof(IFusionCache)).ToList();
+        Assert.Single(registrations);
+
+        using var provider = _services.BuildServiceProvider();
+        var fusionCache = provider.GetRequiredService<IFusionCache>();
+        Assert.NotNull(fusionCache);
+    }
+
+    [Fact]
+    public void TryAddFusionCoreServices_WithRedis_EnablesDistributedCacheAndBackplane()
+    {
+        var settings = CreateGlobalSettings(new Dictionary<string, string?>
+        {
+            { "GlobalSettings:DistributedCache:Redis:ConnectionString", "localhost:6379" },
+        });
+
+        _services.AddSingleton(Substitute.For<IConnectionMultiplexer>());
+        _services.TryAddExtendedCacheServices(settings);
+        using var provider = _services.BuildServiceProvider();
+
+        var fusionCache = provider.GetRequiredService<IFusionCache>();
+        Assert.True(fusionCache.HasDistributedCache);
+        Assert.True(fusionCache.HasBackplane);
+    }
+
+    [Fact]
+    public void TryAddFusionCoreServices_WithExistingRedis_EnablesDistributedCacheAndBackplane()
+    {
+        var settings = CreateGlobalSettings(new Dictionary<string, string?>
+        {
+            { "GlobalSettings:DistributedCache:Redis:ConnectionString", "localhost:6379" },
+        });
+
+        _services.AddSingleton(Substitute.For<IConnectionMultiplexer>());
+        _services.AddSingleton(Substitute.For<IDistributedCache>());
+        _services.TryAddExtendedCacheServices(settings);
+        using var provider = _services.BuildServiceProvider();
+
+        var fusionCache = provider.GetRequiredService<IFusionCache>();
+        Assert.True(fusionCache.HasDistributedCache);
+        Assert.True(fusionCache.HasBackplane);
+        var distributedCache = provider.GetRequiredService<IDistributedCache>();
+        Assert.NotNull(distributedCache);
+    }
+
+    [Fact]
+    public void TryAddFusionCoreServices_WithoutRedis_DisablesDistributedCacheAndBackplane()
+    {
+        _services.TryAddExtendedCacheServices(_globalSettings);
+        using var provider = _services.BuildServiceProvider();
+
+        var fusionCache = provider.GetRequiredService<IFusionCache>();
+        Assert.False(fusionCache.HasDistributedCache);
+        Assert.False(fusionCache.HasBackplane);
+    }
+
+    private static GlobalSettings CreateGlobalSettings(Dictionary<string, string?> data)
+    {
+        var config = new ConfigurationBuilder()
+            .AddInMemoryCollection(data)
+            .Build();
+
+        var settings = new GlobalSettings();
+        config.GetSection("GlobalSettings").Bind(settings);
+        return settings;
+    }
+}

test/Core.Test/Utilities/StaticStoreTests.cs

@@ -13,7 +13,7 @@ public class StaticStoreTests
         var plans = StaticStore.Plans.ToList();
         Assert.NotNull(plans);
         Assert.NotEmpty(plans);
-        Assert.Equal(22, plans.Count);
+        Assert.Equal(23, plans.Count);
     }
 
     [Theory]
@@ -34,8 +34,8 @@ public class StaticStoreTests
     {
         // Ref: https://daniel.haxx.se/blog/2025/05/16/detecting-malicious-unicode/
         // URLs can contain unicode characters that to a computer would point to completely seperate domains but to the
-        // naked eye look completely identical. For example 'g' and 'ց' look incredibly similar but when included in a 
-        // URL would lead you somewhere different. There is an opening for an attacker to contribute to Bitwarden with a 
+        // naked eye look completely identical. For example 'g' and 'ց' look incredibly similar but when included in a
+        // URL would lead you somewhere different. There is an opening for an attacker to contribute to Bitwarden with a
         // url update that could be missed in code review and then if they got a user to that URL Bitwarden could
         // consider it equivalent with a cipher in the users vault and offer autofill when we should not.
         // GitHub does now show a warning on non-ascii characters but it could still be missed.

test/Infrastructure.IntegrationTest/AdminConsole/Repositories/OrganizationUserRepository/OrganizationUserRepositoryTests.cs

@@ -1484,6 +1484,8 @@ public class OrganizationUserRepositoryTests
         var organization = await organizationRepository.CreateTestOrganizationAsync();
         var user = await userRepository.CreateTestUserAsync();
         var orgUser = await organizationUserRepository.CreateAcceptedTestOrganizationUserAsync(organization, user);
+        const string key = "test-key";
+        orgUser.Key = key;
 
         // Act
         var result = await organizationUserRepository.ConfirmOrganizationUserAsync(orgUser);
@@ -1493,6 +1495,7 @@ public class OrganizationUserRepositoryTests
         var updatedUser = await organizationUserRepository.GetByIdAsync(orgUser.Id);
         Assert.NotNull(updatedUser);
         Assert.Equal(OrganizationUserStatusType.Confirmed, updatedUser.Status);
+        Assert.Equal(key, updatedUser.Key);
 
         // Annul
         await organizationRepository.DeleteAsync(organization);