diff --git a/src/Api/Billing/Controllers/OrganizationBillingController.cs b/src/Api/Billing/Controllers/OrganizationBillingController.cs
index 762b06db96..21b17bff67 100644
--- a/src/Api/Billing/Controllers/OrganizationBillingController.cs
+++ b/src/Api/Billing/Controllers/OrganizationBillingController.cs
@@ -304,7 +304,7 @@ public class OrganizationBillingController(
             sale.Organization.UsePolicies = plan.HasPolicies;
             sale.Organization.UseSso = plan.HasSso;
             sale.Organization.UseResetPassword = plan.HasResetPassword;
-            sale.Organization.UseKeyConnector = plan.HasKeyConnector;
+            sale.Organization.UseKeyConnector = plan.HasKeyConnector ? organization.UseKeyConnector : false;
             sale.Organization.UseScim = plan.HasScim;
             sale.Organization.UseCustomPermissions = plan.HasCustomPermissions;
             sale.Organization.UseOrganizationDomains = plan.HasOrganizationDomains;
diff --git a/src/Core/OrganizationFeatures/OrganizationSubscriptions/UpgradeOrganizationPlanCommand.cs b/src/Core/OrganizationFeatures/OrganizationSubscriptions/UpgradeOrganizationPlanCommand.cs
index 6e514bfea7..2b39e6cca6 100644
--- a/src/Core/OrganizationFeatures/OrganizationSubscriptions/UpgradeOrganizationPlanCommand.cs
+++ b/src/Core/OrganizationFeatures/OrganizationSubscriptions/UpgradeOrganizationPlanCommand.cs
@@ -265,7 +265,7 @@ public class UpgradeOrganizationPlanCommand : IUpgradeOrganizationPlanCommand
         organization.UseApi = newPlan.HasApi;
         organization.UseSso = newPlan.HasSso;
         organization.UseOrganizationDomains = newPlan.HasOrganizationDomains;
-        organization.UseKeyConnector = newPlan.HasKeyConnector;
+        organization.UseKeyConnector = newPlan.HasKeyConnector ? organization.UseKeyConnector : false;
         organization.UseScim = newPlan.HasScim;
         organization.UseResetPassword = newPlan.HasResetPassword;
         organization.SelfHost = newPlan.HasSelfHost;