diff --git a/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.html b/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.html
index 3e7b797f00f..83c940da97f 100644
--- a/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.html
+++ b/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.html
@@ -1,5 +1,10 @@
 @if (step() == PlanSelectionStep) {
-  <app-upgrade-account (planSelected)="onPlanSelected($event)" (closeClicked)="onCloseClicked()" />
+  <app-upgrade-account
+    [dialogTitleMessageOverride]="planSelectionStepTitleOverride()"
+    [hideContinueWithoutUpgradingButton]="hideContinueWithoutUpgradingButton()"
+    (planSelected)="onPlanSelected($event)"
+    (closeClicked)="onCloseClicked()"
+  />
 } @else if (step() == PaymentStep && selectedPlan() !== null && account() !== null) {
   <app-upgrade-payment
     [selectedPlanId]="selectedPlan()"
diff --git a/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.spec.ts b/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.spec.ts
new file mode 100644
index 00000000000..505a4b9b7e4
--- /dev/null
+++ b/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.spec.ts
@@ -0,0 +1,240 @@
+import { Component, input, output } from "@angular/core";
+import { ComponentFixture, TestBed } from "@angular/core/testing";
+import { NoopAnimationsModule } from "@angular/platform-browser/animations";
+import { mock } from "jest-mock-extended";
+
+import { Account } from "@bitwarden/common/auth/abstractions/account.service";
+import { UserId } from "@bitwarden/common/types/guid";
+import { DIALOG_DATA, DialogRef } from "@bitwarden/components";
+
+import {
+  PersonalSubscriptionPricingTierId,
+  PersonalSubscriptionPricingTierIds,
+} from "../../../types/subscription-pricing-tier";
+import {
+  UpgradeAccountComponent,
+  UpgradeAccountStatus,
+} from "../upgrade-account/upgrade-account.component";
+import {
+  UpgradePaymentComponent,
+  UpgradePaymentResult,
+} from "../upgrade-payment/upgrade-payment.component";
+
+import {
+  UnifiedUpgradeDialogComponent,
+  UnifiedUpgradeDialogParams,
+  UnifiedUpgradeDialogStep,
+} from "./unified-upgrade-dialog.component";
+
+@Component({
+  selector: "app-upgrade-account",
+  template: "",
+  standalone: true,
+})
+class MockUpgradeAccountComponent {
+  dialogTitleMessageOverride = input<string | null>(null);
+  hideContinueWithoutUpgradingButton = input<boolean>(false);
+  planSelected = output<PersonalSubscriptionPricingTierId>();
+  closeClicked = output<UpgradeAccountStatus>();
+}
+
+@Component({
+  selector: "app-upgrade-payment",
+  template: "",
+  standalone: true,
+})
+class MockUpgradePaymentComponent {
+  selectedPlanId = input<PersonalSubscriptionPricingTierId | null>(null);
+  account = input<Account | null>(null);
+  goBack = output<void>();
+  complete = output<UpgradePaymentResult>();
+}
+
+describe("UnifiedUpgradeDialogComponent", () => {
+  let component: UnifiedUpgradeDialogComponent;
+  let fixture: ComponentFixture<UnifiedUpgradeDialogComponent>;
+  const mockDialogRef = mock<DialogRef>();
+
+  const mockAccount: Account = {
+    id: "user-id" as UserId,
+    email: "test@example.com",
+    emailVerified: true,
+    name: "Test User",
+  };
+
+  const defaultDialogData: UnifiedUpgradeDialogParams = {
+    account: mockAccount,
+    initialStep: null,
+    selectedPlan: null,
+    planSelectionStepTitleOverride: null,
+  };
+
+  beforeEach(async () => {
+    await TestBed.configureTestingModule({
+      imports: [NoopAnimationsModule, UnifiedUpgradeDialogComponent],
+      providers: [
+        { provide: DialogRef, useValue: mockDialogRef },
+        { provide: DIALOG_DATA, useValue: defaultDialogData },
+      ],
+    })
+      .overrideComponent(UnifiedUpgradeDialogComponent, {
+        remove: {
+          imports: [UpgradeAccountComponent, UpgradePaymentComponent],
+        },
+        add: {
+          imports: [MockUpgradeAccountComponent, MockUpgradePaymentComponent],
+        },
+      })
+      .compileComponents();
+
+    fixture = TestBed.createComponent(UnifiedUpgradeDialogComponent);
+    component = fixture.componentInstance;
+    fixture.detectChanges();
+  });
+
+  it("should create", () => {
+    expect(component).toBeTruthy();
+  });
+
+  it("should initialize with default values", () => {
+    expect(component["step"]()).toBe(UnifiedUpgradeDialogStep.PlanSelection);
+    expect(component["selectedPlan"]()).toBeNull();
+    expect(component["account"]()).toEqual(mockAccount);
+    expect(component["planSelectionStepTitleOverride"]()).toBeNull();
+  });
+
+  it("should initialize with custom initial step", async () => {
+    TestBed.resetTestingModule();
+
+    const customDialogData: UnifiedUpgradeDialogParams = {
+      account: mockAccount,
+      initialStep: UnifiedUpgradeDialogStep.Payment,
+      selectedPlan: PersonalSubscriptionPricingTierIds.Premium,
+    };
+
+    await TestBed.configureTestingModule({
+      imports: [NoopAnimationsModule, UnifiedUpgradeDialogComponent],
+      providers: [
+        { provide: DialogRef, useValue: mockDialogRef },
+        { provide: DIALOG_DATA, useValue: customDialogData },
+      ],
+    })
+      .overrideComponent(UnifiedUpgradeDialogComponent, {
+        remove: {
+          imports: [UpgradeAccountComponent, UpgradePaymentComponent],
+        },
+        add: {
+          imports: [MockUpgradeAccountComponent, MockUpgradePaymentComponent],
+        },
+      })
+      .compileComponents();
+
+    const customFixture = TestBed.createComponent(UnifiedUpgradeDialogComponent);
+    const customComponent = customFixture.componentInstance;
+    customFixture.detectChanges();
+
+    expect(customComponent["step"]()).toBe(UnifiedUpgradeDialogStep.Payment);
+    expect(customComponent["selectedPlan"]()).toBe(PersonalSubscriptionPricingTierIds.Premium);
+  });
+
+  describe("custom dialog title", () => {
+    it("should use null as default when no override is provided", () => {
+      expect(component["planSelectionStepTitleOverride"]()).toBeNull();
+    });
+
+    it("should use custom title when provided in dialog config", async () => {
+      TestBed.resetTestingModule();
+
+      const customDialogData: UnifiedUpgradeDialogParams = {
+        account: mockAccount,
+        initialStep: UnifiedUpgradeDialogStep.PlanSelection,
+        selectedPlan: null,
+        planSelectionStepTitleOverride: "upgradeYourPlan",
+      };
+
+      await TestBed.configureTestingModule({
+        imports: [NoopAnimationsModule, UnifiedUpgradeDialogComponent],
+        providers: [
+          { provide: DialogRef, useValue: mockDialogRef },
+          { provide: DIALOG_DATA, useValue: customDialogData },
+        ],
+      })
+        .overrideComponent(UnifiedUpgradeDialogComponent, {
+          remove: {
+            imports: [UpgradeAccountComponent, UpgradePaymentComponent],
+          },
+          add: {
+            imports: [MockUpgradeAccountComponent, MockUpgradePaymentComponent],
+          },
+        })
+        .compileComponents();
+
+      const customFixture = TestBed.createComponent(UnifiedUpgradeDialogComponent);
+      const customComponent = customFixture.componentInstance;
+      customFixture.detectChanges();
+
+      expect(customComponent["planSelectionStepTitleOverride"]()).toBe("upgradeYourPlan");
+    });
+  });
+
+  describe("onPlanSelected", () => {
+    it("should set selected plan and move to payment step", () => {
+      component["onPlanSelected"](PersonalSubscriptionPricingTierIds.Premium);
+
+      expect(component["selectedPlan"]()).toBe(PersonalSubscriptionPricingTierIds.Premium);
+      expect(component["step"]()).toBe(UnifiedUpgradeDialogStep.Payment);
+    });
+  });
+
+  describe("previousStep", () => {
+    it("should go back to plan selection and clear selected plan", () => {
+      component["step"].set(UnifiedUpgradeDialogStep.Payment);
+      component["selectedPlan"].set(PersonalSubscriptionPricingTierIds.Premium);
+
+      component["previousStep"]();
+
+      expect(component["step"]()).toBe(UnifiedUpgradeDialogStep.PlanSelection);
+      expect(component["selectedPlan"]()).toBeNull();
+    });
+  });
+
+  describe("hideContinueWithoutUpgradingButton", () => {
+    it("should default to false when not provided", () => {
+      expect(component["hideContinueWithoutUpgradingButton"]()).toBe(false);
+    });
+
+    it("should be set to true when provided in dialog config", async () => {
+      TestBed.resetTestingModule();
+
+      const customDialogData: UnifiedUpgradeDialogParams = {
+        account: mockAccount,
+        initialStep: null,
+        selectedPlan: null,
+        hideContinueWithoutUpgradingButton: true,
+      };
+
+      await TestBed.configureTestingModule({
+        imports: [NoopAnimationsModule, UnifiedUpgradeDialogComponent],
+        providers: [
+          { provide: DialogRef, useValue: mockDialogRef },
+          { provide: DIALOG_DATA, useValue: customDialogData },
+        ],
+      })
+        .overrideComponent(UnifiedUpgradeDialogComponent, {
+          remove: {
+            imports: [UpgradeAccountComponent, UpgradePaymentComponent],
+          },
+          add: {
+            imports: [MockUpgradeAccountComponent, MockUpgradePaymentComponent],
+          },
+        })
+        .compileComponents();
+
+      const customFixture = TestBed.createComponent(UnifiedUpgradeDialogComponent);
+      const customComponent = customFixture.componentInstance;
+      customFixture.detectChanges();
+
+      expect(customComponent["hideContinueWithoutUpgradingButton"]()).toBe(true);
+    });
+  });
+});
diff --git a/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.ts b/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.ts
index 092e6b163e6..e46c534ebdd 100644
--- a/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.ts
+++ b/apps/web/src/app/billing/individual/upgrade/unified-upgrade-dialog/unified-upgrade-dialog.component.ts
@@ -48,11 +48,15 @@ export type UnifiedUpgradeDialogResult = {
  * @property {Account} account - The user account information.
  * @property {UnifiedUpgradeDialogStep | null} [initialStep] - The initial step to show in the dialog, if any.
  * @property {PersonalSubscriptionPricingTierId | null} [selectedPlan] - Pre-selected subscription plan, if any.
+ * @property {string | null} [dialogTitleMessageOverride] - Optional custom i18n key to override the default dialog title.
+ * @property {boolean} [hideContinueWithoutUpgradingButton] - Whether to hide the "Continue without upgrading" button.
  */
 export type UnifiedUpgradeDialogParams = {
   account: Account;
   initialStep?: UnifiedUpgradeDialogStep | null;
   selectedPlan?: PersonalSubscriptionPricingTierId | null;
+  planSelectionStepTitleOverride?: string | null;
+  hideContinueWithoutUpgradingButton?: boolean;
 };
 
 @Component({
@@ -73,6 +77,8 @@ export class UnifiedUpgradeDialogComponent implements OnInit {
   protected step = signal<UnifiedUpgradeDialogStep>(UnifiedUpgradeDialogStep.PlanSelection);
   protected selectedPlan = signal<PersonalSubscriptionPricingTierId | null>(null);
   protected account = signal<Account | null>(null);
+  protected planSelectionStepTitleOverride = signal<string | null>(null);
+  protected hideContinueWithoutUpgradingButton = signal<boolean>(false);
 
   protected readonly PaymentStep = UnifiedUpgradeDialogStep.Payment;
   protected readonly PlanSelectionStep = UnifiedUpgradeDialogStep.PlanSelection;
@@ -86,6 +92,10 @@ export class UnifiedUpgradeDialogComponent implements OnInit {
     this.account.set(this.params.account);
     this.step.set(this.params.initialStep ?? UnifiedUpgradeDialogStep.PlanSelection);
     this.selectedPlan.set(this.params.selectedPlan ?? null);
+    this.planSelectionStepTitleOverride.set(this.params.planSelectionStepTitleOverride ?? null);
+    this.hideContinueWithoutUpgradingButton.set(
+      this.params.hideContinueWithoutUpgradingButton ?? false,
+    );
   }
 
   protected onPlanSelected(planId: PersonalSubscriptionPricingTierId): void {
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.html b/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.html
index cdae1743cab..6106c6b08bb 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.html
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.html
@@ -17,7 +17,7 @@
     <div class="tw-px-14 tw-pb-8">
       <div class="tw-flex tw-text-center tw-flex-col tw-pb-4">
         <h1 class="tw-font-semibold tw-text-[32px]">
-          {{ "individualUpgradeWelcomeMessage" | i18n }}
+          {{ dialogTitle() | i18n }}
         </h1>
         <p bitTypography="body1" class="tw-text-muted">
           {{ "individualUpgradeDescriptionMessage" | i18n }}
@@ -59,9 +59,11 @@
         <p bitTypography="helper" class="tw-text-muted tw-italic">
           {{ "individualUpgradeTaxInformationMessage" | i18n }}
         </p>
-        <button bitLink linkType="primary" type="button" (click)="closeClicked.emit(closeStatus)">
-          {{ "continueWithoutUpgrading" | i18n }}
-        </button>
+        @if (!hideContinueWithoutUpgradingButton()) {
+          <button bitLink linkType="primary" type="button" (click)="closeClicked.emit(closeStatus)">
+            {{ "continueWithoutUpgrading" | i18n }}
+          </button>
+        }
       </div>
     </div>
   </section>
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.spec.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.spec.ts
index 93cfa1da20f..27e69fcf0d4 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.spec.ts
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.spec.ts
@@ -146,4 +146,46 @@ describe("UpgradeAccountComponent", () => {
       expect(result).toBe(false);
     });
   });
+
+  describe("hideContinueWithoutUpgradingButton", () => {
+    it("should show the continue without upgrading button by default", () => {
+      const button = fixture.nativeElement.querySelector('button[bitLink][linkType="primary"]');
+      expect(button).toBeTruthy();
+    });
+
+    it("should hide the continue without upgrading button when input is true", async () => {
+      TestBed.resetTestingModule();
+
+      mockI18nService.t.mockImplementation((key) => key);
+      mockSubscriptionPricingService.getPersonalSubscriptionPricingTiers$.mockReturnValue(
+        of(mockPricingTiers),
+      );
+
+      await TestBed.configureTestingModule({
+        imports: [
+          NoopAnimationsModule,
+          UpgradeAccountComponent,
+          PricingCardComponent,
+          CdkTrapFocus,
+        ],
+        providers: [
+          { provide: I18nService, useValue: mockI18nService },
+          { provide: SubscriptionPricingService, useValue: mockSubscriptionPricingService },
+        ],
+      })
+        .overrideComponent(UpgradeAccountComponent, {
+          remove: { imports: [BillingServicesModule] },
+        })
+        .compileComponents();
+
+      const customFixture = TestBed.createComponent(UpgradeAccountComponent);
+      customFixture.componentRef.setInput("hideContinueWithoutUpgradingButton", true);
+      customFixture.detectChanges();
+
+      const button = customFixture.nativeElement.querySelector(
+        'button[bitLink][linkType="primary"]',
+      );
+      expect(button).toBeNull();
+    });
+  });
 });
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.ts
index e9cb390d604..a9d9b959282 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.ts
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-account/upgrade-account.component.ts
@@ -1,6 +1,6 @@
 import { CdkTrapFocus } from "@angular/cdk/a11y";
 import { CommonModule } from "@angular/common";
-import { Component, DestroyRef, OnInit, output, signal } from "@angular/core";
+import { Component, DestroyRef, OnInit, computed, input, output, signal } from "@angular/core";
 import { takeUntilDestroyed } from "@angular/core/rxjs-interop";
 
 import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
@@ -52,6 +52,8 @@ type CardDetails = {
   templateUrl: "./upgrade-account.component.html",
 })
 export class UpgradeAccountComponent implements OnInit {
+  dialogTitleMessageOverride = input<string | null>(null);
+  hideContinueWithoutUpgradingButton = input<boolean>(false);
   planSelected = output<PersonalSubscriptionPricingTierId>();
   closeClicked = output<UpgradeAccountStatus>();
   protected loading = signal(true);
@@ -62,6 +64,10 @@ export class UpgradeAccountComponent implements OnInit {
   protected premiumPlanType = PersonalSubscriptionPricingTierIds.Premium;
   protected closeStatus = UpgradeAccountStatus.Closed;
 
+  protected dialogTitle = computed(() => {
+    return this.dialogTitleMessageOverride() || "individualUpgradeWelcomeMessage";
+  });
+
   constructor(
     private i18nService: I18nService,
     private subscriptionPricingService: SubscriptionPricingService,
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component.html b/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component.html
new file mode 100644
index 00000000000..115c0be86a2
--- /dev/null
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component.html
@@ -0,0 +1,14 @@
+<div class="tw-px-2 tw-mt-3 tw-mb-2 tw-h-10">
+  <div class="tw-rounded-full tw-bg-primary-100 tw-size-full">
+    <!-- Note that this is a custom button style for premium upgrade because the style desired
+      is not supported by the button in the CL. -->
+    <button
+      type="button"
+      class="tw-py-1.5 tw-px-4 tw-flex tw-gap-2 tw-items-center tw-size-full focus-visible:tw-ring-2 focus-visible:tw-ring-offset-0 focus:tw-outline-none focus-visible:tw-outline-none focus-visible:tw-ring-text-alt2 focus-visible:tw-z-10 tw-font-semibold tw-rounded-full tw-transition tw-border tw-border-solid tw-text-left tw-bg-primary-100 tw-text-primary-600 tw-border-primary-600 hover:tw-bg-hover-default hover:tw-text-primary-700 hover:tw-border-primary-700"
+      (click)="openUpgradeDialog()"
+    >
+      <i class="bwi bwi-premium" aria-hidden="true"></i>
+      {{ "upgradeYourPlan" | i18n }}
+    </button>
+  </div>
+</div>
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component.ts
new file mode 100644
index 00000000000..c24e4fbdade
--- /dev/null
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component.ts
@@ -0,0 +1,36 @@
+import { Component, inject } from "@angular/core";
+import { firstValueFrom, lastValueFrom } from "rxjs";
+
+import { AccountService } from "@bitwarden/common/auth/abstractions/account.service";
+import { DialogService } from "@bitwarden/components";
+import { I18nPipe } from "@bitwarden/ui-common";
+
+import { UnifiedUpgradeDialogComponent } from "../../unified-upgrade-dialog/unified-upgrade-dialog.component";
+
+@Component({
+  selector: "app-upgrade-nav-button",
+  imports: [I18nPipe],
+  templateUrl: "./upgrade-nav-button.component.html",
+  standalone: true,
+})
+export class UpgradeNavButtonComponent {
+  private dialogService = inject(DialogService);
+  private accountService = inject(AccountService);
+
+  openUpgradeDialog = async () => {
+    const account = await firstValueFrom(this.accountService.activeAccount$);
+    if (!account) {
+      return;
+    }
+
+    const dialogRef = UnifiedUpgradeDialogComponent.open(this.dialogService, {
+      data: {
+        account,
+        planSelectionStepTitleOverride: "upgradeYourPlan",
+        hideContinueWithoutUpgradingButton: true,
+      },
+    });
+
+    await lastValueFrom(dialogRef.closed);
+  };
+}
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.stories.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.stories.ts
new file mode 100644
index 00000000000..abc48ff2528
--- /dev/null
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.stories.ts
@@ -0,0 +1,65 @@
+import { Meta, moduleMetadata, StoryObj } from "@storybook/angular";
+import { of } from "rxjs";
+
+import { AccountService } from "@bitwarden/common/auth/abstractions/account.service";
+import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
+import { UserId } from "@bitwarden/common/types/guid";
+import { DialogService, I18nMockService } from "@bitwarden/components";
+import { UpgradeNavButtonComponent } from "@bitwarden/web-vault/app/billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component";
+
+export default {
+  title: "Billing/Upgrade Navigation Button",
+  component: UpgradeNavButtonComponent,
+  decorators: [
+    moduleMetadata({
+      providers: [
+        {
+          provide: I18nService,
+          useFactory: () => {
+            return new I18nMockService({
+              upgradeYourPlan: "Upgrade your plan",
+            });
+          },
+        },
+        {
+          provide: DialogService,
+          useValue: {
+            open: () => ({
+              closed: of({}),
+            }),
+          },
+        },
+        {
+          provide: AccountService,
+          useValue: {
+            activeAccount$: of({
+              id: "user-id" as UserId,
+              email: "test@example.com",
+              name: "Test User",
+              emailVerified: true,
+            }),
+          },
+        },
+      ],
+    }),
+  ],
+  parameters: {
+    design: {
+      type: "figma",
+      url: "https://www.figma.com/design/nuFrzHsgEoEk2Sm8fWOGuS/Premium---business-upgrade-flows?node-id=858-44274&t=EiNqDGuccfhF14on-1",
+    },
+  },
+} as Meta;
+
+type Story = StoryObj<UpgradeNavButtonComponent>;
+
+export const Default: Story = {
+  render: (args) => ({
+    props: args,
+    template: `
+      <div class="tw-p-4 tw-bg-background-alt3">
+        <app-upgrade-nav-button></app-upgrade-nav-button>
+      </div>
+    `,
+  }),
+};
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.spec.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.spec.ts
index 49f3e10c582..653a77dccdc 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.spec.ts
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.spec.ts
@@ -1,8 +1,14 @@
 import { TestBed } from "@angular/core/testing";
 import { mock, mockReset } from "jest-mock-extended";
+import { of } from "rxjs";
 
 import { ApiService } from "@bitwarden/common/abstractions/api.service";
+import { OrganizationService } from "@bitwarden/common/admin-console/abstractions/organization/organization.service.abstraction";
+import { OrganizationUserType } from "@bitwarden/common/admin-console/enums";
+import { OrganizationData } from "@bitwarden/common/admin-console/models/data/organization.data";
+import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
 import { OrganizationResponse } from "@bitwarden/common/admin-console/models/response/organization.response";
+import { Account, AccountService } from "@bitwarden/common/auth/abstractions/account.service";
 import { OrganizationBillingServiceAbstraction } from "@bitwarden/common/billing/abstractions";
 import { PaymentMethodType, PlanType } from "@bitwarden/common/billing/enums";
 import { SyncService } from "@bitwarden/common/platform/sync";
@@ -22,6 +28,8 @@ describe("UpgradePaymentService", () => {
   const mockLogService = mock<LogService>();
   const mockApiService = mock<ApiService>();
   const mockSyncService = mock<SyncService>();
+  const mockOrganizationService = mock<OrganizationService>();
+  const mockAccountService = mock<AccountService>();
 
   mockApiService.refreshIdentityToken.mockResolvedValue({});
   mockSyncService.fullSync.mockResolvedValue(true);
@@ -94,6 +102,11 @@ describe("UpgradePaymentService", () => {
     mockReset(mockAccountBillingClient);
     mockReset(mockTaxClient);
     mockReset(mockLogService);
+    mockReset(mockOrganizationService);
+    mockReset(mockAccountService);
+
+    mockAccountService.activeAccount$ = of(null);
+    mockOrganizationService.organizations$.mockReturnValue(of([]));
 
     TestBed.configureTestingModule({
       providers: [
@@ -108,12 +121,204 @@ describe("UpgradePaymentService", () => {
         { provide: LogService, useValue: mockLogService },
         { provide: ApiService, useValue: mockApiService },
         { provide: SyncService, useValue: mockSyncService },
+        { provide: OrganizationService, useValue: mockOrganizationService },
+        { provide: AccountService, useValue: mockAccountService },
       ],
     });
 
     sut = TestBed.inject(UpgradePaymentService);
   });
 
+  describe("userIsOwnerOfFreeOrg$", () => {
+    it("should return true when user is owner of a free organization", (done) => {
+      // Arrange
+      mockReset(mockAccountService);
+      mockReset(mockOrganizationService);
+
+      const mockAccount: Account = {
+        id: "user-id" as UserId,
+        email: "test@example.com",
+        name: "Test User",
+        emailVerified: true,
+      };
+
+      const paidOrgData = {
+        id: "org-1",
+        name: "Paid Org",
+        useTotp: true, // useTotp = true means NOT free
+        type: OrganizationUserType.Owner,
+      } as OrganizationData;
+
+      const freeOrgData = {
+        id: "org-2",
+        name: "Free Org",
+        useTotp: false, // useTotp = false means IS free
+        type: OrganizationUserType.Owner,
+      } as OrganizationData;
+
+      const paidOrg = new Organization(paidOrgData);
+      const freeOrg = new Organization(freeOrgData);
+      const mockOrganizations = [paidOrg, freeOrg];
+
+      mockAccountService.activeAccount$ = of(mockAccount);
+      mockOrganizationService.organizations$.mockReturnValue(of(mockOrganizations));
+
+      const service = new UpgradePaymentService(
+        mockOrganizationBillingService,
+        mockAccountBillingClient,
+        mockTaxClient,
+        mockLogService,
+        mockApiService,
+        mockSyncService,
+        mockOrganizationService,
+        mockAccountService,
+      );
+
+      // Act & Assert
+      service.userIsOwnerOfFreeOrg$.subscribe((result) => {
+        expect(result).toBe(true);
+        done();
+      });
+    });
+
+    it("should return false when user is not owner of any free organization", (done) => {
+      // Arrange
+      mockReset(mockAccountService);
+      mockReset(mockOrganizationService);
+
+      const mockAccount: Account = {
+        id: "user-id" as UserId,
+        email: "test@example.com",
+        name: "Test User",
+        emailVerified: true,
+      };
+
+      const paidOrgData = {
+        id: "org-1",
+        name: "Paid Org",
+        useTotp: true, // useTotp = true means NOT free
+        type: OrganizationUserType.Owner,
+      } as OrganizationData;
+
+      const freeOrgData = {
+        id: "org-2",
+        name: "Free Org",
+        useTotp: false, // useTotp = false means IS free
+        type: OrganizationUserType.User, // Not owner
+      } as OrganizationData;
+
+      const paidOrg = new Organization(paidOrgData);
+      const freeOrg = new Organization(freeOrgData);
+      const mockOrganizations = [paidOrg, freeOrg];
+
+      mockAccountService.activeAccount$ = of(mockAccount);
+      mockOrganizationService.organizations$.mockReturnValue(of(mockOrganizations));
+
+      const service = new UpgradePaymentService(
+        mockOrganizationBillingService,
+        mockAccountBillingClient,
+        mockTaxClient,
+        mockLogService,
+        mockApiService,
+        mockSyncService,
+        mockOrganizationService,
+        mockAccountService,
+      );
+
+      // Act & Assert
+      service.userIsOwnerOfFreeOrg$.subscribe((result) => {
+        expect(result).toBe(false);
+        done();
+      });
+    });
+
+    it("should return false when user has no organizations", (done) => {
+      // Arrange
+      mockReset(mockAccountService);
+      mockReset(mockOrganizationService);
+
+      const mockAccount: Account = {
+        id: "user-id" as UserId,
+        email: "test@example.com",
+        name: "Test User",
+        emailVerified: true,
+      };
+
+      mockAccountService.activeAccount$ = of(mockAccount);
+      mockOrganizationService.organizations$.mockReturnValue(of([]));
+
+      const service = new UpgradePaymentService(
+        mockOrganizationBillingService,
+        mockAccountBillingClient,
+        mockTaxClient,
+        mockLogService,
+        mockApiService,
+        mockSyncService,
+        mockOrganizationService,
+        mockAccountService,
+      );
+
+      // Act & Assert
+      service.userIsOwnerOfFreeOrg$.subscribe((result) => {
+        expect(result).toBe(false);
+        done();
+      });
+    });
+  });
+
+  describe("adminConsoleRouteForOwnedOrganization$", () => {
+    it("should return the admin console route for the first free organization the user owns", (done) => {
+      // Arrange
+      mockReset(mockAccountService);
+      mockReset(mockOrganizationService);
+
+      const mockAccount: Account = {
+        id: "user-id" as UserId,
+        email: "test@example.com",
+        name: "Test User",
+        emailVerified: true,
+      };
+
+      const paidOrgData = {
+        id: "org-1",
+        name: "Paid Org",
+        useTotp: true, // useTotp = true means NOT free
+        type: OrganizationUserType.Owner,
+      } as OrganizationData;
+
+      const freeOrgData = {
+        id: "org-2",
+        name: "Free Org",
+        useTotp: false, // useTotp = false means IS free
+        type: OrganizationUserType.Owner,
+      } as OrganizationData;
+
+      const paidOrg = new Organization(paidOrgData);
+      const freeOrg = new Organization(freeOrgData);
+      const mockOrganizations = [paidOrg, freeOrg];
+
+      mockAccountService.activeAccount$ = of(mockAccount);
+      mockOrganizationService.organizations$.mockReturnValue(of(mockOrganizations));
+
+      const service = new UpgradePaymentService(
+        mockOrganizationBillingService,
+        mockAccountBillingClient,
+        mockTaxClient,
+        mockLogService,
+        mockApiService,
+        mockSyncService,
+        mockOrganizationService,
+        mockAccountService,
+      );
+
+      // Act & Assert
+      service.adminConsoleRouteForOwnedOrganization$.subscribe((result) => {
+        expect(result).toBe("/organizations/org-2/billing/subscription");
+        done();
+      });
+    });
+  });
+
   describe("calculateEstimatedTax", () => {
     it("should calculate tax for premium plan", async () => {
       // Arrange
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.ts
index cabd148a539..11dd10d4bb8 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.ts
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/services/upgrade-payment.service.ts
@@ -1,8 +1,12 @@
 import { Injectable } from "@angular/core";
+import { defaultIfEmpty, find, map, mergeMap, Observable, switchMap } from "rxjs";
 
 import { ApiService } from "@bitwarden/common/abstractions/api.service";
+import { OrganizationService } from "@bitwarden/common/admin-console/abstractions/organization/organization.service.abstraction";
+import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
 import { OrganizationResponse } from "@bitwarden/common/admin-console/models/response/organization.response";
-import { Account } from "@bitwarden/common/auth/abstractions/account.service";
+import { Account, AccountService } from "@bitwarden/common/auth/abstractions/account.service";
+import { getUserId } from "@bitwarden/common/auth/services/account.service";
 import {
   OrganizationBillingServiceAbstraction,
   SubscriptionInformation,
@@ -53,8 +57,28 @@ export class UpgradePaymentService {
     private logService: LogService,
     private apiService: ApiService,
     private syncService: SyncService,
+    private organizationService: OrganizationService,
+    private accountService: AccountService,
   ) {}
 
+  userIsOwnerOfFreeOrg$: Observable<boolean> = this.accountService.activeAccount$.pipe(
+    getUserId,
+    switchMap((id) => this.organizationService.organizations$(id)),
+    mergeMap((userOrganizations) => userOrganizations),
+    find((org) => org.isFreeOrg && org.isOwner),
+    defaultIfEmpty(false),
+    map((value) => value instanceof Organization),
+  );
+
+  adminConsoleRouteForOwnedOrganization$: Observable<string> =
+    this.accountService.activeAccount$.pipe(
+      getUserId,
+      switchMap((id) => this.organizationService.organizations$(id)),
+      mergeMap((userOrganizations) => userOrganizations),
+      find((org) => org.isFreeOrg && org.isOwner),
+      map((org) => `/organizations/${org!.id}/billing/subscription`),
+    );
+
   /**
    * Calculate estimated tax for the selected plan
    */
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.html b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.html
index 4230d4038cd..7b92ae10947 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.html
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.html
@@ -4,6 +4,22 @@
     <ng-container bitDialogContent>
       <section>
         @if (isFamiliesPlan) {
+          @if (userIsOwnerOfFreeOrg$ | async) {
+            <div class="tw-pb-2">
+              <bit-callout type="info">
+                {{ "formWillCreateNewFamiliesOrgMessage" | i18n }}
+                <a
+                  bitLink
+                  bitDialogClose
+                  linkType="primary"
+                  [routerLink]="adminConsoleRouteForOwnedOrganization$ | async"
+                >
+                  {{ "upgradeNow" | i18n }}
+                  <i slot="end" class="bwi bwi-angle-right" aria-hidden="true"></i>
+                </a>
+              </bit-callout>
+            </div>
+          }
           <div class="tw-pb-4">
             <bit-form-field class="!tw-mb-0">
               <bit-label>{{ "organizationName" | i18n }}</bit-label>
diff --git a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.ts b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.ts
index 81a4c9191a5..33568435d01 100644
--- a/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.ts
+++ b/apps/web/src/app/billing/individual/upgrade/upgrade-payment/upgrade-payment.component.ts
@@ -104,6 +104,10 @@ export class UpgradePaymentComponent implements OnInit, AfterViewInit {
     private upgradePaymentService: UpgradePaymentService,
   ) {}
 
+  protected userIsOwnerOfFreeOrg$ = this.upgradePaymentService.userIsOwnerOfFreeOrg$;
+  protected adminConsoleRouteForOwnedOrganization$ =
+    this.upgradePaymentService.adminConsoleRouteForOwnedOrganization$;
+
   async ngOnInit(): Promise<void> {
     if (!this.isFamiliesPlan) {
       this.formGroup.controls.organizationName.disable();
diff --git a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.html b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.html
index f8ebfa60451..d39156ef4a2 100644
--- a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.html
+++ b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.html
@@ -1,19 +1,25 @@
 <div class="tw-mt-auto">
-  <!-- [attr.icon] is used to keep the icon attribute on the bit-nav-item after prod mode is enabled. Matches other navigation items and assists in automated testing. -->
-  <bit-nav-item
-    *ngFor="let product of accessibleProducts$ | async"
-    [icon]="product.icon"
-    [text]="product.name"
-    [route]="product.appRoute"
-    [attr.icon]="product.icon"
-    [forceActiveStyles]="product.isActive"
-  >
-  </bit-nav-item>
-  <ng-container *ngIf="moreProducts$ | async as moreProducts">
-    <section
-      *ngIf="moreProducts.length > 0"
-      class="tw-mt-2 tw-flex tw-w-full tw-flex-col tw-gap-2 tw-border-0"
+  @let accessibleProducts = accessibleProducts$ | async;
+  @if (accessibleProducts && accessibleProducts.length > 1) {
+    <!-- [attr.icon] is used to keep the icon attribute on the bit-nav-item after prod mode is enabled. Matches other navigation items and assists in automated testing. -->
+    <bit-nav-item
+      *ngFor="let product of accessibleProducts"
+      [icon]="product.icon"
+      [text]="product.name"
+      [route]="product.appRoute"
+      [attr.icon]="product.icon"
+      [forceActiveStyles]="product.isActive"
     >
+    </bit-nav-item>
+  }
+
+  @if (shouldShowPremiumUpgradeButton$ | async) {
+    <app-upgrade-nav-button></app-upgrade-nav-button>
+  }
+
+  @let moreProducts = moreProducts$ | async;
+  @if (moreProducts && moreProducts.length > 0) {
+    <section class="tw-mt-2 tw-flex tw-w-full tw-flex-col tw-gap-2 tw-border-0">
       <span class="tw-text-xs !tw-text-alt2 tw-p-2 tw-pb-0">{{ "moreFromBitwarden" | i18n }}</span>
       <ng-container *ngFor="let more of moreProducts">
         <div class="tw-ps-2 tw-pe-2">
@@ -57,5 +63,5 @@
         </div>
       </ng-container>
     </section>
-  </ng-container>
+  }
 </div>
diff --git a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.spec.ts b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.spec.ts
index d1b82bc114d..38e7d12f278 100644
--- a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.spec.ts
+++ b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.spec.ts
@@ -1,3 +1,4 @@
+import { Component } from "@angular/core";
 import { ComponentFixture, TestBed } from "@angular/core/testing";
 import { By } from "@angular/platform-browser";
 import { ActivatedRoute, RouterModule } from "@angular/router";
@@ -15,6 +16,13 @@ import { ProductSwitcherItem, ProductSwitcherService } from "../shared/product-s
 
 import { NavigationProductSwitcherComponent } from "./navigation-switcher.component";
 
+@Component({
+  selector: "app-upgrade-nav-button",
+  template: "<div>Upgrade Nav Button</div>",
+  standalone: true,
+})
+class MockUpgradeNavButtonComponent {}
+
 Object.defineProperty(window, "matchMedia", {
   writable: true,
   value: jest.fn().mockImplementation((query) => ({
@@ -41,13 +49,16 @@ describe("NavigationProductSwitcherComponent", () => {
     other: [],
   });
 
+  const mockShouldShowPremiumUpgradeButton$ = new BehaviorSubject<boolean>(false);
+
   beforeEach(async () => {
     productSwitcherService = mock<ProductSwitcherService>();
     productSwitcherService.products$ = mockProducts$;
+    productSwitcherService.shouldShowPremiumUpgradeButton$ = mockShouldShowPremiumUpgradeButton$;
     mockProducts$.next({ bento: [], other: [] });
 
     await TestBed.configureTestingModule({
-      imports: [RouterModule, NavigationModule, IconButtonModule],
+      imports: [RouterModule, NavigationModule, IconButtonModule, MockUpgradeNavButtonComponent],
       declarations: [NavigationProductSwitcherComponent, I18nPipe],
       providers: [
         { provide: ProductSwitcherService, useValue: productSwitcherService },
@@ -187,15 +198,23 @@ describe("NavigationProductSwitcherComponent", () => {
             },
             isActive: true,
           },
+          {
+            name: "Test Product",
+            icon: "bwi-lock",
+            marketingRoute: {
+              route: "https://www.example.com/",
+              external: true,
+            },
+          },
         ],
         other: [],
       });
 
       fixture.detectChanges();
 
-      const navItem = fixture.debugElement.query(By.directive(NavItemComponent));
+      const navItem = fixture.debugElement.queryAll(By.directive(NavItemComponent));
 
-      expect(navItem.componentInstance.forceActiveStyles()).toBe(true);
+      expect(navItem[0].componentInstance.forceActiveStyles()).toBe(true);
     });
   });
 
@@ -218,18 +237,56 @@ describe("NavigationProductSwitcherComponent", () => {
       expect(links[0].textContent).toContain("Password Manager");
       expect(links[1].textContent).toContain("Secret Manager");
     });
+
+    it("does not show products list when there is only one item", () => {
+      mockProducts$.next({
+        bento: [{ isActive: true, name: "Password Manager", icon: "bwi-lock", appRoute: "/vault" }],
+        other: [],
+      });
+
+      fixture.detectChanges();
+
+      const navItems = fixture.debugElement.queryAll(By.directive(NavItemComponent));
+
+      expect(navItems.length).toBe(0);
+    });
   });
 
   it("links to `appRoute`", () => {
     mockProducts$.next({
-      bento: [{ isActive: false, name: "Password Manager", icon: "bwi-lock", appRoute: "/vault" }],
+      bento: [
+        { isActive: true, name: "Password Manager", icon: "bwi-lock", appRoute: "/vault" },
+        { isActive: false, name: "Secret Manager", icon: "bwi-lock", appRoute: "/sm" },
+      ],
       other: [],
     });
 
     fixture.detectChanges();
 
-    const link = fixture.nativeElement.querySelector("a");
+    const links = fixture.nativeElement.querySelectorAll("a");
 
-    expect(link.getAttribute("href")).toBe("/vault");
+    expect(links[0].getAttribute("href")).toBe("/vault");
+  });
+
+  describe("upgrade nav button", () => {
+    it("shows upgrade nav button when shouldShowPremiumUpgradeButton$ is true", () => {
+      mockShouldShowPremiumUpgradeButton$.next(true);
+      mockProducts$.next({
+        bento: [],
+        other: [
+          {
+            name: "Organizations",
+            icon: "bwi-lock",
+            marketingRoute: { route: "https://www.example.com/", external: true },
+          },
+        ],
+      });
+
+      fixture.detectChanges();
+
+      const upgradeButton = fixture.nativeElement.querySelector("app-upgrade-nav-button");
+
+      expect(upgradeButton).toBeTruthy();
+    });
   });
 });
diff --git a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.ts b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.ts
index 9d4250087af..8a02fdd7647 100644
--- a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.ts
+++ b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.component.ts
@@ -11,6 +11,9 @@ import { ProductSwitcherItem, ProductSwitcherService } from "../shared/product-s
 export class NavigationProductSwitcherComponent {
   constructor(private productSwitcherService: ProductSwitcherService) {}
 
+  protected readonly shouldShowPremiumUpgradeButton$: Observable<boolean> =
+    this.productSwitcherService.shouldShowPremiumUpgradeButton$;
+
   protected readonly accessibleProducts$: Observable<ProductSwitcherItem[]> =
     this.productSwitcherService.products$.pipe(map((products) => products.bento ?? []));
 
diff --git a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.stories.ts b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.stories.ts
index b5f10f9158e..fe2821e3d2c 100644
--- a/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.stories.ts
+++ b/apps/web/src/app/layouts/product-switcher/navigation-switcher/navigation-switcher.stories.ts
@@ -9,6 +9,9 @@ import { ProviderService } from "@bitwarden/common/admin-console/abstractions/pr
 import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
 import { Provider } from "@bitwarden/common/admin-console/models/domain/provider";
 import { AccountService, Account } from "@bitwarden/common/auth/abstractions/account.service";
+import { BillingAccountProfileStateService } from "@bitwarden/common/billing/abstractions";
+import { FeatureFlag, FeatureFlagValueType } from "@bitwarden/common/enums/feature-flag.enum";
+import { ConfigService } from "@bitwarden/common/platform/abstractions/config/config.service";
 import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
 import { PlatformUtilsService } from "@bitwarden/common/platform/abstractions/platform-utils.service";
 import { SyncService } from "@bitwarden/common/platform/sync";
@@ -78,6 +81,18 @@ class MockPlatformUtilsService implements Partial<PlatformUtilsService> {
   }
 }
 
+class MockBillingAccountProfileStateService implements Partial<BillingAccountProfileStateService> {
+  hasPremiumFromAnySource$(userId: UserId): Observable<boolean> {
+    return of(false);
+  }
+}
+
+class MockConfigService implements Partial<ConfigService> {
+  getFeatureFlag$<Flag extends FeatureFlag>(key: Flag): Observable<FeatureFlagValueType<Flag>> {
+    return of(false);
+  }
+}
+
 @Component({
   selector: "story-layout",
   template: `<ng-content></ng-content>`,
@@ -117,6 +132,11 @@ export default {
         { provide: ProviderService, useClass: MockProviderService },
         { provide: SyncService, useClass: MockSyncService },
         { provide: PlatformUtilsService, useClass: MockPlatformUtilsService },
+        {
+          provide: BillingAccountProfileStateService,
+          useClass: MockBillingAccountProfileStateService,
+        },
+        { provide: ConfigService, useClass: MockConfigService },
         ProductSwitcherService,
         {
           provide: I18nService,
diff --git a/apps/web/src/app/layouts/product-switcher/product-switcher.module.ts b/apps/web/src/app/layouts/product-switcher/product-switcher.module.ts
index b78b1ce6b96..1d0353105c6 100644
--- a/apps/web/src/app/layouts/product-switcher/product-switcher.module.ts
+++ b/apps/web/src/app/layouts/product-switcher/product-switcher.module.ts
@@ -5,6 +5,7 @@ import { RouterModule } from "@angular/router";
 import { NavigationModule } from "@bitwarden/components";
 import { I18nPipe } from "@bitwarden/ui-common";
 
+import { UpgradeNavButtonComponent } from "../../billing/individual/upgrade/upgrade-nav-button/upgrade-nav-button/upgrade-nav-button.component";
 import { SharedModule } from "../../shared";
 
 import { NavigationProductSwitcherComponent } from "./navigation-switcher/navigation-switcher.component";
@@ -12,7 +13,14 @@ import { ProductSwitcherContentComponent } from "./product-switcher-content.comp
 import { ProductSwitcherComponent } from "./product-switcher.component";
 
 @NgModule({
-  imports: [SharedModule, A11yModule, RouterModule, NavigationModule, I18nPipe],
+  imports: [
+    SharedModule,
+    A11yModule,
+    RouterModule,
+    NavigationModule,
+    I18nPipe,
+    UpgradeNavButtonComponent,
+  ],
   declarations: [
     ProductSwitcherComponent,
     ProductSwitcherContentComponent,
diff --git a/apps/web/src/app/layouts/product-switcher/product-switcher.stories.ts b/apps/web/src/app/layouts/product-switcher/product-switcher.stories.ts
index 18cb8e26c70..66b6a6fb3cf 100644
--- a/apps/web/src/app/layouts/product-switcher/product-switcher.stories.ts
+++ b/apps/web/src/app/layouts/product-switcher/product-switcher.stories.ts
@@ -10,6 +10,9 @@ import { ProviderService } from "@bitwarden/common/admin-console/abstractions/pr
 import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
 import { Provider } from "@bitwarden/common/admin-console/models/domain/provider";
 import { AccountService, Account } from "@bitwarden/common/auth/abstractions/account.service";
+import { BillingAccountProfileStateService } from "@bitwarden/common/billing/abstractions";
+import { FeatureFlag, FeatureFlagValueType } from "@bitwarden/common/enums/feature-flag.enum";
+import { ConfigService } from "@bitwarden/common/platform/abstractions/config/config.service";
 import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
 import { PlatformUtilsService } from "@bitwarden/common/platform/abstractions/platform-utils.service";
 import { SyncService } from "@bitwarden/common/platform/sync";
@@ -78,6 +81,18 @@ class MockPlatformUtilsService implements Partial<PlatformUtilsService> {
   }
 }
 
+class MockBillingAccountProfileStateService implements Partial<BillingAccountProfileStateService> {
+  hasPremiumFromAnySource$(userId: UserId): Observable<boolean> {
+    return of(false);
+  }
+}
+
+class MockConfigService implements Partial<ConfigService> {
+  getFeatureFlag$<Flag extends FeatureFlag>(key: Flag): Observable<FeatureFlagValueType<Flag>> {
+    return of(false);
+  }
+}
+
 @Component({
   selector: "story-layout",
   template: `<ng-content></ng-content>`,
@@ -114,6 +129,11 @@ export default {
         MockProviderService,
         { provide: SyncService, useClass: MockSyncService },
         { provide: PlatformUtilsService, useClass: MockPlatformUtilsService },
+        {
+          provide: BillingAccountProfileStateService,
+          useClass: MockBillingAccountProfileStateService,
+        },
+        { provide: ConfigService, useClass: MockConfigService },
         MockPlatformUtilsService,
         ProductSwitcherService,
         {
diff --git a/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.spec.ts b/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.spec.ts
index efbeb786f77..f7f319f2fab 100644
--- a/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.spec.ts
+++ b/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.spec.ts
@@ -11,6 +11,8 @@ import { ProviderService } from "@bitwarden/common/admin-console/abstractions/pr
 import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
 import { Provider } from "@bitwarden/common/admin-console/models/domain/provider";
 import { AccountService } from "@bitwarden/common/auth/abstractions/account.service";
+import { BillingAccountProfileStateService } from "@bitwarden/common/billing/abstractions";
+import { ConfigService } from "@bitwarden/common/platform/abstractions/config/config.service";
 import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
 import { PlatformUtilsService } from "@bitwarden/common/platform/abstractions/platform-utils.service";
 import { Utils } from "@bitwarden/common/platform/misc/utils";
@@ -27,6 +29,8 @@ describe("ProductSwitcherService", () => {
   let providerService: MockProxy<ProviderService>;
   let accountService: FakeAccountService;
   let platformUtilsService: MockProxy<PlatformUtilsService>;
+  let billingAccountProfileStateService: MockProxy<BillingAccountProfileStateService>;
+  let configService: MockProxy<ConfigService>;
   let activeRouteParams = convertToParamMap({ organizationId: "1234" });
   let singleOrgPolicyEnabled = false;
   const getLastSync = jest.fn().mockResolvedValue(new Date("2024-05-14"));
@@ -48,6 +52,8 @@ describe("ProductSwitcherService", () => {
     providerService = mock<ProviderService>();
     accountService = mockAccountServiceWith(userId);
     platformUtilsService = mock<PlatformUtilsService>();
+    billingAccountProfileStateService = mock<BillingAccountProfileStateService>();
+    configService = mock<ConfigService>();
 
     router.url = "/";
     router.events = of({});
@@ -85,6 +91,8 @@ describe("ProductSwitcherService", () => {
             policyAppliesToUser$: () => of(singleOrgPolicyEnabled),
           },
         },
+        { provide: BillingAccountProfileStateService, useValue: billingAccountProfileStateService },
+        { provide: ConfigService, useValue: configService },
       ],
     });
   });
@@ -325,4 +333,57 @@ describe("ProductSwitcherService", () => {
 
     expect(appRoute).toEqual(["/organizations", "111-22-33"]);
   });
+
+  describe("shouldShowPremiumUpgradeButton$", () => {
+    it("returns false when feature flag is disabled", async () => {
+      configService.getFeatureFlag$.mockReturnValue(of(false));
+      billingAccountProfileStateService.hasPremiumFromAnySource$.mockReturnValue(of(false));
+
+      initiateService();
+
+      const shouldShow = await firstValueFrom(service.shouldShowPremiumUpgradeButton$);
+
+      expect(shouldShow).toBe(false);
+    });
+
+    it("returns false when there is no active account", async () => {
+      configService.getFeatureFlag$.mockReturnValue(of(true));
+      accountService.activeAccount$ = of(null);
+      billingAccountProfileStateService.hasPremiumFromAnySource$.mockReturnValue(of(false));
+
+      initiateService();
+
+      const shouldShow = await firstValueFrom(service.shouldShowPremiumUpgradeButton$);
+
+      expect(shouldShow).toBe(false);
+    });
+
+    it("returns true when feature flag is enabled, account exists, and user has no premium", async () => {
+      configService.getFeatureFlag$.mockReturnValue(of(true));
+      billingAccountProfileStateService.hasPremiumFromAnySource$.mockReturnValue(of(false));
+
+      initiateService();
+
+      const shouldShow = await firstValueFrom(service.shouldShowPremiumUpgradeButton$);
+
+      expect(shouldShow).toBe(true);
+      expect(billingAccountProfileStateService.hasPremiumFromAnySource$).toHaveBeenCalledWith(
+        userId,
+      );
+    });
+
+    it("returns false when feature flag is enabled, account exists, but user has premium", async () => {
+      configService.getFeatureFlag$.mockReturnValue(of(true));
+      billingAccountProfileStateService.hasPremiumFromAnySource$.mockReturnValue(of(true));
+
+      initiateService();
+
+      const shouldShow = await firstValueFrom(service.shouldShowPremiumUpgradeButton$);
+
+      expect(shouldShow).toBe(false);
+      expect(billingAccountProfileStateService.hasPremiumFromAnySource$).toHaveBeenCalledWith(
+        userId,
+      );
+    });
+  });
 });
diff --git a/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.ts b/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.ts
index 95acf4447e9..6cfecd59403 100644
--- a/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.ts
+++ b/apps/web/src/app/layouts/product-switcher/shared/product-switcher.service.ts
@@ -2,7 +2,16 @@
 // @ts-strict-ignore
 import { Injectable } from "@angular/core";
 import { ActivatedRoute, NavigationEnd, NavigationStart, ParamMap, Router } from "@angular/router";
-import { combineLatest, filter, map, Observable, ReplaySubject, startWith, switchMap } from "rxjs";
+import {
+  combineLatest,
+  filter,
+  map,
+  Observable,
+  of,
+  ReplaySubject,
+  startWith,
+  switchMap,
+} from "rxjs";
 
 import {
   canAccessOrgAdmin,
@@ -15,6 +24,9 @@ import { Organization } from "@bitwarden/common/admin-console/models/domain/orga
 import { Provider } from "@bitwarden/common/admin-console/models/domain/provider";
 import { AccountService } from "@bitwarden/common/auth/abstractions/account.service";
 import { getUserId } from "@bitwarden/common/auth/services/account.service";
+import { BillingAccountProfileStateService } from "@bitwarden/common/billing/abstractions";
+import { FeatureFlag } from "@bitwarden/common/enums/feature-flag.enum";
+import { ConfigService } from "@bitwarden/common/platform/abstractions/config/config.service";
 import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
 import { PlatformUtilsService } from "@bitwarden/common/platform/abstractions/platform-utils.service";
 import { SyncService } from "@bitwarden/common/platform/sync";
@@ -99,6 +111,8 @@ export class ProductSwitcherService {
     private platformUtilsService: PlatformUtilsService,
     private policyService: PolicyService,
     private i18nService: I18nService,
+    private billingAccountProfileStateService: BillingAccountProfileStateService,
+    private configService: ConfigService,
   ) {
     this.pollUntilSynced();
   }
@@ -118,6 +132,20 @@ export class ProductSwitcherService {
     switchMap((userId) => this.policyService.policyAppliesToUser$(PolicyType.SingleOrg, userId)),
   );
 
+  shouldShowPremiumUpgradeButton$: Observable<boolean> = combineLatest([
+    this.configService.getFeatureFlag$(FeatureFlag.PM24032_NewNavigationPremiumUpgradeButton),
+    this.accountService.activeAccount$,
+  ]).pipe(
+    switchMap(([featureFlag, account]) => {
+      if (!featureFlag || !account) {
+        return of(false);
+      }
+      return this.billingAccountProfileStateService
+        .hasPremiumFromAnySource$(account.id)
+        .pipe(map((hasPremium) => !hasPremium));
+    }),
+  );
+
   products$: Observable<{
     bento: ProductSwitcherItem[];
     other: ProductSwitcherItem[];
diff --git a/apps/web/src/app/vault/individual-vault/vault.component.ts b/apps/web/src/app/vault/individual-vault/vault.component.ts
index cdb40c843a2..b507991606f 100644
--- a/apps/web/src/app/vault/individual-vault/vault.component.ts
+++ b/apps/web/src/app/vault/individual-vault/vault.component.ts
@@ -91,6 +91,7 @@ import {
   DefaultCipherFormConfigService,
   PasswordRepromptService,
 } from "@bitwarden/vault";
+import { UnifiedUpgradePromptService } from "@bitwarden/web-vault/app/billing/individual/upgrade/services";
 import { OrganizationWarningsModule } from "@bitwarden/web-vault/app/billing/organizations/warnings/organization-warnings.module";
 import { OrganizationWarningsService } from "@bitwarden/web-vault/app/billing/organizations/warnings/services";
 
@@ -103,7 +104,6 @@ import {
   CollectionDialogTabType,
   openCollectionDialog,
 } from "../../admin-console/organizations/shared/components/collection-dialog";
-import { UnifiedUpgradePromptService } from "../../billing/individual/upgrade/services/unified-upgrade-prompt.service";
 import { SharedModule } from "../../shared/shared.module";
 import { AssignCollectionsWebComponent } from "../components/assign-collections";
 import {
diff --git a/apps/web/src/locales/en/messages.json b/apps/web/src/locales/en/messages.json
index af0374701ca..3ba0bd95a31 100644
--- a/apps/web/src/locales/en/messages.json
+++ b/apps/web/src/locales/en/messages.json
@@ -11805,6 +11805,15 @@
   "continueWithoutUpgrading": {
     "message": "Continue without upgrading"
   },
+  "upgradeYourPlan": {
+    "message": "Upgrade your plan"
+  },
+  "upgradeNow": {
+    "message": "Upgrade now"
+  },
+  "formWillCreateNewFamiliesOrgMessage": {
+    "message": "Completing this form will create a new Families organization. You can upgrade your Free organization from the Admin Console."
+  },
   "upgradeErrorMessage": {
     "message": "We encountered an error while processing your upgrade. Please try again."
   }
diff --git a/libs/common/src/enums/feature-flag.enum.ts b/libs/common/src/enums/feature-flag.enum.ts
index 78113d74cb8..8045a7b55f0 100644
--- a/libs/common/src/enums/feature-flag.enum.ts
+++ b/libs/common/src/enums/feature-flag.enum.ts
@@ -25,6 +25,7 @@ export enum FeatureFlag {
   PM17772_AdminInitiatedSponsorships = "pm-17772-admin-initiated-sponsorships",
   PM21821_ProviderPortalTakeover = "pm-21821-provider-portal-takeover",
   PM22415_TaxIDWarnings = "pm-22415-tax-id-warnings",
+  PM24032_NewNavigationPremiumUpgradeButton = "pm-24032-new-navigation-premium-upgrade-button",
   PM25379_UseNewOrganizationMetadataStructure = "pm-25379-use-new-organization-metadata-structure",
   PM24996_ImplementUpgradeFromFreeDialog = "pm-24996-implement-upgrade-from-free-dialog",
 
@@ -101,6 +102,7 @@ export const DefaultFeatureFlagValue = {
   [FeatureFlag.PM17772_AdminInitiatedSponsorships]: FALSE,
   [FeatureFlag.PM21821_ProviderPortalTakeover]: FALSE,
   [FeatureFlag.PM22415_TaxIDWarnings]: FALSE,
+  [FeatureFlag.PM24032_NewNavigationPremiumUpgradeButton]: FALSE,
   [FeatureFlag.PM25379_UseNewOrganizationMetadataStructure]: FALSE,
   [FeatureFlag.PM24996_ImplementUpgradeFromFreeDialog]: FALSE,