diff --git a/apps/web/src/app/admin-console/organizations/members/members.component.html b/apps/web/src/app/admin-console/organizations/members/members.component.html
index 962191021e..49946806ef 100644
--- a/apps/web/src/app/admin-console/organizations/members/members.component.html
+++ b/apps/web/src/app/admin-console/organizations/members/members.component.html
@@ -1,3 +1,8 @@
+<app-organization-free-trial-warning
+  [organization]="organization"
+  (clicked)="navigateToPaymentMethod()"
+>
+</app-organization-free-trial-warning>
 <app-header>
   <bit-search
     class="tw-grow"
diff --git a/apps/web/src/app/admin-console/organizations/members/members.component.ts b/apps/web/src/app/admin-console/organizations/members/members.component.ts
index 3f567c9673..0eec835e15 100644
--- a/apps/web/src/app/admin-console/organizations/members/members.component.ts
+++ b/apps/web/src/app/admin-console/organizations/members/members.component.ts
@@ -13,6 +13,7 @@ import {
   Observable,
   shareReplay,
   switchMap,
+  tap,
 } from "rxjs";
 
 import {
@@ -61,6 +62,7 @@ import {
   ChangePlanDialogResultType,
   openChangePlanDialog,
 } from "../../../billing/organizations/change-plan-dialog.component";
+import { OrganizationWarningsService } from "../../../billing/warnings/services";
 import { BaseMembersComponent } from "../../common/base-members.component";
 import { PeopleTableDataSource } from "../../common/people-table-data-source";
 import { GroupApiService } from "../core";
@@ -148,6 +150,7 @@ export class MembersComponent extends BaseMembersComponent<OrganizationUserView>
     protected deleteManagedMemberWarningService: DeleteManagedMemberWarningService,
     private configService: ConfigService,
     private organizationUserService: OrganizationUserService,
+    private organizationWarningsService: OrganizationWarningsService,
   ) {
     super(
       apiService,
@@ -247,6 +250,13 @@ export class MembersComponent extends BaseMembersComponent<OrganizationUserView>
     this.showUserManagementControls$ = organization$.pipe(
       map((organization) => organization.canManageUsers),
     );
+    organization$
+      .pipe(
+        takeUntilDestroyed(),
+        tap((org) => (this.organization = org)),
+        switchMap((org) => this.organizationWarningsService.showInactiveSubscriptionDialog$(org)),
+      )
+      .subscribe();
   }
 
   async getUsers(): Promise<OrganizationUserView[]> {
@@ -932,4 +942,14 @@ export class MembersComponent extends BaseMembersComponent<OrganizationUserView>
       .getCheckedUsers()
       .every((member) => member.managedByOrganization && validStatuses.includes(member.status));
   }
+
+  async navigateToPaymentMethod() {
+    const managePaymentDetailsOutsideCheckout = await this.configService.getFeatureFlag(
+      FeatureFlag.PM21881_ManagePaymentDetailsOutsideCheckout,
+    );
+    const route = managePaymentDetailsOutsideCheckout ? "payment-details" : "payment-method";
+    await this.router.navigate(["organizations", `${this.organization?.id}`, "billing", route], {
+      state: { launchPaymentModalAutomatically: true },
+    });
+  }
 }
diff --git a/apps/web/src/app/admin-console/organizations/members/members.module.ts b/apps/web/src/app/admin-console/organizations/members/members.module.ts
index 98431758d2..5f626d4416 100644
--- a/apps/web/src/app/admin-console/organizations/members/members.module.ts
+++ b/apps/web/src/app/admin-console/organizations/members/members.module.ts
@@ -5,6 +5,7 @@ import { PasswordStrengthV2Component } from "@bitwarden/angular/tools/password-s
 import { PasswordCalloutComponent } from "@bitwarden/auth/angular";
 import { ScrollLayoutDirective } from "@bitwarden/components";
 
+import { OrganizationFreeTrialWarningComponent } from "../../../billing/warnings/components";
 import { LooseComponentsModule } from "../../../shared";
 import { SharedOrganizationModule } from "../shared";
 
@@ -29,6 +30,7 @@ import { MembersComponent } from "./members.component";
     ScrollingModule,
     PasswordStrengthV2Component,
     ScrollLayoutDirective,
+    OrganizationFreeTrialWarningComponent,
   ],
   declarations: [
     BulkConfirmDialogComponent,
diff --git a/apps/web/src/app/billing/organizations/payment-method/organization-payment-method.component.ts b/apps/web/src/app/billing/organizations/payment-method/organization-payment-method.component.ts
index 9b144fe59a..aa7bf5e5d1 100644
--- a/apps/web/src/app/billing/organizations/payment-method/organization-payment-method.component.ts
+++ b/apps/web/src/app/billing/organizations/payment-method/organization-payment-method.component.ts
@@ -36,6 +36,10 @@ import {
   AdjustPaymentDialogComponent,
   AdjustPaymentDialogResultType,
 } from "../../shared/adjust-payment-dialog/adjust-payment-dialog.component";
+import {
+  TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE,
+  TrialPaymentDialogComponent,
+} from "../../shared/trial-payment-dialog/trial-payment-dialog.component";
 import { FreeTrial } from "../../types/free-trial";
 
 @Component({
@@ -212,15 +216,15 @@ export class OrganizationPaymentMethodComponent implements OnDestroy {
   };
 
   changePayment = async () => {
-    const dialogRef = AdjustPaymentDialogComponent.open(this.dialogService, {
+    const dialogRef = TrialPaymentDialogComponent.open(this.dialogService, {
       data: {
-        initialPaymentMethod: this.paymentSource?.type,
         organizationId: this.organizationId,
-        productTier: this.organization?.productTierType,
+        subscription: this.organizationSubscriptionResponse,
+        productTierType: this.organization?.productTierType,
       },
     });
     const result = await lastValueFrom(dialogRef.closed);
-    if (result === AdjustPaymentDialogResultType.Submitted) {
+    if (result === TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE.SUBMITTED) {
       this.location.replaceState(this.location.path(), "", {});
       if (this.launchPaymentModalAutomatically && !this.organization.enabled) {
         await this.syncService.fullSync(true);
diff --git a/apps/web/src/app/billing/services/plan-card.service.ts b/apps/web/src/app/billing/services/plan-card.service.ts
new file mode 100644
index 0000000000..25974a428f
--- /dev/null
+++ b/apps/web/src/app/billing/services/plan-card.service.ts
@@ -0,0 +1,59 @@
+import { Injectable } from "@angular/core";
+
+import { ApiService } from "@bitwarden/common/abstractions/api.service";
+import { OrganizationSubscriptionResponse } from "@bitwarden/common/billing/models/response/organization-subscription.response";
+import { PlanResponse } from "@bitwarden/common/billing/models/response/plan.response";
+
+@Injectable({ providedIn: "root" })
+export class PlanCardService {
+  constructor(private apiService: ApiService) {}
+
+  async getCadenceCards(
+    currentPlan: PlanResponse,
+    subscription: OrganizationSubscriptionResponse,
+    isSecretsManagerTrial: boolean,
+  ) {
+    const plans = await this.apiService.getPlans();
+
+    const filteredPlans = plans.data.filter((plan) => !!plan.PasswordManager);
+
+    const result =
+      filteredPlans?.filter(
+        (plan) =>
+          plan.productTier === currentPlan.productTier && !plan.disabled && !plan.legacyYear,
+      ) || [];
+
+    const planCards = result.map((plan) => {
+      let costPerMember = 0;
+
+      if (plan.PasswordManager.basePrice) {
+        costPerMember = plan.isAnnual
+          ? plan.PasswordManager.basePrice / 12
+          : plan.PasswordManager.basePrice;
+      } else if (!plan.PasswordManager.basePrice && plan.PasswordManager.hasAdditionalSeatsOption) {
+        const secretsManagerCost = subscription.useSecretsManager
+          ? plan.SecretsManager.seatPrice
+          : 0;
+        const passwordManagerCost = isSecretsManagerTrial ? 0 : plan.PasswordManager.seatPrice;
+        costPerMember = (secretsManagerCost + passwordManagerCost) / (plan.isAnnual ? 12 : 1);
+      }
+
+      const percentOff = subscription.customerDiscount?.percentOff ?? 0;
+
+      const discount =
+        (percentOff === 0 && plan.isAnnual) || isSecretsManagerTrial ? 20 : percentOff;
+
+      return {
+        title: plan.isAnnual ? "Annually" : "Monthly",
+        costPerMember,
+        discount,
+        isDisabled: false,
+        isSelected: plan.isAnnual,
+        isAnnual: plan.isAnnual,
+        productTier: plan.productTier,
+      };
+    });
+
+    return planCards.reverse();
+  }
+}
diff --git a/apps/web/src/app/billing/services/pricing-summary.service.ts b/apps/web/src/app/billing/services/pricing-summary.service.ts
new file mode 100644
index 0000000000..0b048b379d
--- /dev/null
+++ b/apps/web/src/app/billing/services/pricing-summary.service.ts
@@ -0,0 +1,155 @@
+import { Injectable } from "@angular/core";
+
+import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
+import { TaxServiceAbstraction } from "@bitwarden/common/billing/abstractions/tax.service.abstraction";
+import { PlanInterval, ProductTierType } from "@bitwarden/common/billing/enums";
+import { TaxInformation } from "@bitwarden/common/billing/models/domain/tax-information";
+import { PreviewOrganizationInvoiceRequest } from "@bitwarden/common/billing/models/request/preview-organization-invoice.request";
+import { OrganizationSubscriptionResponse } from "@bitwarden/common/billing/models/response/organization-subscription.response";
+import { PlanResponse } from "@bitwarden/common/billing/models/response/plan.response";
+
+import { PricingSummaryData } from "../shared/pricing-summary/pricing-summary.component";
+
+@Injectable({
+  providedIn: "root",
+})
+export class PricingSummaryService {
+  private estimatedTax: number = 0;
+
+  constructor(private taxService: TaxServiceAbstraction) {}
+
+  async getPricingSummaryData(
+    plan: PlanResponse,
+    sub: OrganizationSubscriptionResponse,
+    organization: Organization,
+    selectedInterval: PlanInterval,
+    taxInformation: TaxInformation,
+    isSecretsManagerTrial: boolean,
+  ): Promise<PricingSummaryData> {
+    // Calculation helpers
+    const passwordManagerSeatTotal =
+      plan.PasswordManager?.hasAdditionalSeatsOption && !isSecretsManagerTrial
+        ? plan.PasswordManager.seatPrice * Math.abs(sub?.seats || 0)
+        : 0;
+
+    const secretsManagerSeatTotal = plan.SecretsManager?.hasAdditionalSeatsOption
+      ? plan.SecretsManager.seatPrice * Math.abs(sub?.smSeats || 0)
+      : 0;
+
+    const additionalServiceAccount = this.getAdditionalServiceAccount(plan, sub);
+
+    const additionalStorageTotal = plan.PasswordManager?.hasAdditionalStorageOption
+      ? plan.PasswordManager.additionalStoragePricePerGb *
+        (sub?.maxStorageGb ? sub.maxStorageGb - 1 : 0)
+      : 0;
+
+    const additionalStoragePriceMonthly = plan.PasswordManager?.additionalStoragePricePerGb || 0;
+
+    const additionalServiceAccountTotal =
+      plan.SecretsManager?.hasAdditionalServiceAccountOption && additionalServiceAccount > 0
+        ? plan.SecretsManager.additionalPricePerServiceAccount * additionalServiceAccount
+        : 0;
+
+    let passwordManagerSubtotal = plan.PasswordManager?.basePrice || 0;
+    if (plan.PasswordManager?.hasAdditionalSeatsOption) {
+      passwordManagerSubtotal += passwordManagerSeatTotal;
+    }
+    if (plan.PasswordManager?.hasPremiumAccessOption) {
+      passwordManagerSubtotal += plan.PasswordManager.premiumAccessOptionPrice;
+    }
+
+    const secretsManagerSubtotal = plan.SecretsManager
+      ? (plan.SecretsManager.basePrice || 0) +
+        secretsManagerSeatTotal +
+        additionalServiceAccountTotal
+      : 0;
+
+    const totalAppliedDiscount = 0;
+    const discountPercentageFromSub = isSecretsManagerTrial
+      ? 0
+      : (sub?.customerDiscount?.percentOff ?? 0);
+    const discountPercentage = 20;
+    const acceptingSponsorship = false;
+    const storageGb = sub?.maxStorageGb ? sub?.maxStorageGb - 1 : 0;
+
+    this.estimatedTax = await this.getEstimatedTax(organization, plan, sub, taxInformation);
+
+    const total = organization?.useSecretsManager
+      ? passwordManagerSubtotal +
+        additionalStorageTotal +
+        secretsManagerSubtotal +
+        this.estimatedTax
+      : passwordManagerSubtotal + additionalStorageTotal + this.estimatedTax;
+
+    return {
+      selectedPlanInterval: selectedInterval === PlanInterval.Annually ? "year" : "month",
+      passwordManagerSeats:
+        plan.productTier === ProductTierType.Families ? plan.PasswordManager.baseSeats : sub?.seats,
+      passwordManagerSeatTotal,
+      secretsManagerSeatTotal,
+      additionalStorageTotal,
+      additionalStoragePriceMonthly,
+      additionalServiceAccountTotal,
+      totalAppliedDiscount,
+      secretsManagerSubtotal,
+      passwordManagerSubtotal,
+      total,
+      organization,
+      sub,
+      selectedPlan: plan,
+      selectedInterval,
+      discountPercentageFromSub,
+      discountPercentage,
+      acceptingSponsorship,
+      additionalServiceAccount,
+      storageGb,
+      isSecretsManagerTrial,
+      estimatedTax: this.estimatedTax,
+    };
+  }
+
+  async getEstimatedTax(
+    organization: Organization,
+    currentPlan: PlanResponse,
+    sub: OrganizationSubscriptionResponse,
+    taxInformation: TaxInformation,
+  ) {
+    if (!taxInformation || !taxInformation.country || !taxInformation.postalCode) {
+      return 0;
+    }
+
+    const request: PreviewOrganizationInvoiceRequest = {
+      organizationId: organization.id,
+      passwordManager: {
+        additionalStorage: 0,
+        plan: currentPlan?.type,
+        seats: sub.seats,
+      },
+      taxInformation: {
+        postalCode: taxInformation.postalCode,
+        country: taxInformation.country,
+        taxId: taxInformation.taxId,
+      },
+    };
+
+    if (organization.useSecretsManager) {
+      request.secretsManager = {
+        seats: sub.smSeats ?? 0,
+        additionalMachineAccounts:
+          (sub.smServiceAccounts ?? 0) - (sub.plan.SecretsManager?.baseServiceAccount ?? 0),
+      };
+    }
+    const invoiceResponse = await this.taxService.previewOrganizationInvoice(request);
+    return invoiceResponse.taxAmount;
+  }
+
+  getAdditionalServiceAccount(plan: PlanResponse, sub: OrganizationSubscriptionResponse): number {
+    if (!plan || !plan.SecretsManager) {
+      return 0;
+    }
+    const baseServiceAccount = plan.SecretsManager?.baseServiceAccount || 0;
+    const usedServiceAccounts = sub?.smServiceAccounts || 0;
+    const additionalServiceAccounts = baseServiceAccount - usedServiceAccounts;
+    return additionalServiceAccounts <= 0 ? Math.abs(additionalServiceAccounts) : 0;
+  }
+}
diff --git a/apps/web/src/app/billing/shared/billing-shared.module.ts b/apps/web/src/app/billing/shared/billing-shared.module.ts
index 9a69755b20..7322f04755 100644
--- a/apps/web/src/app/billing/shared/billing-shared.module.ts
+++ b/apps/web/src/app/billing/shared/billing-shared.module.ts
@@ -12,10 +12,13 @@ import { BillingHistoryComponent } from "./billing-history.component";
 import { OffboardingSurveyComponent } from "./offboarding-survey.component";
 import { PaymentComponent } from "./payment/payment.component";
 import { PaymentMethodComponent } from "./payment-method.component";
+import { PlanCardComponent } from "./plan-card/plan-card.component";
+import { PricingSummaryComponent } from "./pricing-summary/pricing-summary.component";
 import { IndividualSelfHostingLicenseUploaderComponent } from "./self-hosting-license-uploader/individual-self-hosting-license-uploader.component";
 import { OrganizationSelfHostingLicenseUploaderComponent } from "./self-hosting-license-uploader/organization-self-hosting-license-uploader.component";
 import { SecretsManagerSubscribeComponent } from "./sm-subscribe.component";
 import { TaxInfoComponent } from "./tax-info.component";
+import { TrialPaymentDialogComponent } from "./trial-payment-dialog/trial-payment-dialog.component";
 import { UpdateLicenseDialogComponent } from "./update-license-dialog.component";
 import { UpdateLicenseComponent } from "./update-license.component";
 import { VerifyBankAccountComponent } from "./verify-bank-account/verify-bank-account.component";
@@ -41,6 +44,9 @@ import { VerifyBankAccountComponent } from "./verify-bank-account/verify-bank-ac
     AdjustStorageDialogComponent,
     IndividualSelfHostingLicenseUploaderComponent,
     OrganizationSelfHostingLicenseUploaderComponent,
+    TrialPaymentDialogComponent,
+    PlanCardComponent,
+    PricingSummaryComponent,
   ],
   exports: [
     SharedModule,
diff --git a/apps/web/src/app/billing/shared/plan-card/plan-card.component.html b/apps/web/src/app/billing/shared/plan-card/plan-card.component.html
new file mode 100644
index 0000000000..08fd3b435f
--- /dev/null
+++ b/apps/web/src/app/billing/shared/plan-card/plan-card.component.html
@@ -0,0 +1,45 @@
+@let isFocused = plan().isSelected;
+@let isRecommended = plan().isAnnual;
+
+<bit-card
+  class="tw-h-full"
+  [ngClass]="getPlanCardContainerClasses()"
+  (click)="cardClicked.emit()"
+  [attr.tabindex]="!isFocused || plan().isDisabled ? '-1' : '0'"
+  [attr.data-selected]="plan()?.isSelected"
+>
+  <div class="tw-relative">
+    @if (isRecommended) {
+      <div
+        class="tw-bg-secondary-100 tw-text-center !tw-border-0 tw-text-sm tw-font-bold tw-py-1"
+        [ngClass]="{
+          'tw-bg-primary-700 !tw-text-contrast': plan().isSelected,
+          'tw-bg-secondary-100': !plan().isSelected,
+        }"
+      >
+        {{ "recommended" | i18n }}
+      </div>
+    }
+    <div
+      class="tw-px-2 tw-pb-[4px]"
+      [ngClass]="{
+        'tw-py-1': !plan().isSelected,
+        'tw-py-0': plan().isSelected,
+      }"
+    >
+      <h3
+        class="tw-text-[1.25rem] tw-mt-[6px] tw-font-bold tw-mb-0 tw-leading-[2rem] tw-flex tw-items-center"
+      >
+        <span class="tw-capitalize tw-whitespace-nowrap">{{ plan().title }}</span>
+        <!-- Discount Badge -->
+        <span class="tw-mr-1 tw-ml-2" *ngIf="isRecommended" bitBadge variant="success">
+          {{ "upgradeDiscount" | i18n: plan().discount }}</span
+        >
+      </h3>
+      <span>
+        <b class="tw-text-lg tw-font-semibold">{{ plan().costPerMember | currency: "$" }} </b>
+        <span class="tw-text-xs tw-px-0"> /{{ "monthPerMember" | i18n }}</span>
+      </span>
+    </div>
+  </div>
+</bit-card>
diff --git a/apps/web/src/app/billing/shared/plan-card/plan-card.component.ts b/apps/web/src/app/billing/shared/plan-card/plan-card.component.ts
new file mode 100644
index 0000000000..9e3f03a5e7
--- /dev/null
+++ b/apps/web/src/app/billing/shared/plan-card/plan-card.component.ts
@@ -0,0 +1,68 @@
+import { Component, input, output } from "@angular/core";
+
+import { ProductTierType } from "@bitwarden/common/billing/enums";
+
+export interface PlanCard {
+  title: string;
+  costPerMember: number;
+  discount?: number;
+  isDisabled: boolean;
+  isAnnual: boolean;
+  isSelected: boolean;
+  productTier: ProductTierType;
+}
+
+@Component({
+  selector: "app-plan-card",
+  templateUrl: "./plan-card.component.html",
+  standalone: false,
+})
+export class PlanCardComponent {
+  plan = input.required<PlanCard>();
+  productTiers = ProductTierType;
+
+  cardClicked = output();
+
+  getPlanCardContainerClasses(): string[] {
+    const isSelected = this.plan().isSelected;
+    const isDisabled = this.plan().isDisabled;
+    if (isDisabled) {
+      return [
+        "tw-cursor-not-allowed",
+        "tw-bg-secondary-100",
+        "tw-font-normal",
+        "tw-bg-blur",
+        "tw-text-muted",
+        "tw-block",
+        "tw-rounded",
+      ];
+    }
+
+    return isSelected
+      ? [
+          "tw-cursor-pointer",
+          "tw-block",
+          "tw-rounded",
+          "tw-border",
+          "tw-border-solid",
+          "tw-border-primary-600",
+          "tw-border-2",
+          "tw-rounded-lg",
+          "hover:tw-border-primary-700",
+          "focus:tw-border-3",
+          "focus:tw-border-primary-700",
+          "focus:tw-rounded-lg",
+        ]
+      : [
+          "tw-cursor-pointer",
+          "tw-block",
+          "tw-rounded",
+          "tw-border",
+          "tw-border-solid",
+          "tw-border-secondary-300",
+          "hover:tw-border-text-main",
+          "focus:tw-border-2",
+          "focus:tw-border-primary-700",
+        ];
+  }
+}
diff --git a/apps/web/src/app/billing/shared/pricing-summary/pricing-summary.component.html b/apps/web/src/app/billing/shared/pricing-summary/pricing-summary.component.html
new file mode 100644
index 0000000000..855b83bdb2
--- /dev/null
+++ b/apps/web/src/app/billing/shared/pricing-summary/pricing-summary.component.html
@@ -0,0 +1,259 @@
+<ng-container>
+  <div class="tw-mt-4">
+    <p class="tw-text-lg tw-mb-1">
+      <span class="tw-font-semibold"
+        >{{ "total" | i18n }}:
+        {{ summaryData.total - summaryData.totalAppliedDiscount | currency: "USD" : "$" }} USD</span
+      >
+      <span class="tw-text-xs tw-font-light"> / {{ summaryData.selectedPlanInterval | i18n }}</span>
+      <button
+        (click)="toggleTotalOpened()"
+        type="button"
+        [bitIconButton]="summaryData.totalOpened ? 'bwi-angle-down' : 'bwi-angle-up'"
+        size="small"
+        aria-hidden="true"
+      ></button>
+    </p>
+  </div>
+
+  <ng-container *ngIf="summaryData.totalOpened">
+    <!-- Main content container -->
+    <div class="tw-flex tw-flex-wrap tw-gap-4">
+      <bit-hint class="tw-w-full">
+        <ng-container *ngIf="summaryData.isSecretsManagerTrial; else showPasswordManagerFirst">
+          <ng-container *ngTemplateOutlet="secretsManagerSection"></ng-container>
+          <ng-container *ngTemplateOutlet="passwordManagerSection"></ng-container>
+        </ng-container>
+
+        <ng-template #showPasswordManagerFirst>
+          <ng-container *ngTemplateOutlet="passwordManagerSection"></ng-container>
+          <ng-container *ngTemplateOutlet="secretsManagerSection"></ng-container>
+        </ng-template>
+
+        <!-- Password Manager section -->
+        <ng-template #passwordManagerSection>
+          <ng-container
+            *ngIf="!summaryData.isSecretsManagerTrial || summaryData.organization.useSecretsManager"
+          >
+            <p class="tw-font-semibold tw-mt-3 tw-mb-1">{{ "passwordManager" | i18n }}</p>
+
+            <!-- Base Price -->
+            <ng-container *ngIf="summaryData.selectedPlan.PasswordManager.basePrice">
+              <p class="tw-mb-1 tw-flex tw-justify-between" bitTypography="body2">
+                <span>
+                  <ng-container [ngSwitch]="summaryData.selectedInterval">
+                    <ng-container *ngSwitchCase="planIntervals.Annually">
+                      {{ summaryData.passwordManagerSeats }} {{ "members" | i18n }} &times;
+                      {{
+                        (summaryData.selectedPlan.isAnnual
+                          ? summaryData.selectedPlan.PasswordManager.basePrice / 12
+                          : summaryData.selectedPlan.PasswordManager.basePrice
+                        ) | currency: "$"
+                      }}
+                      /{{ summaryData.selectedPlanInterval | i18n }}
+                    </ng-container>
+                    <ng-container *ngSwitchDefault>
+                      {{ "basePrice" | i18n }}:
+                      {{ summaryData.selectedPlan.PasswordManager.basePrice | currency: "$" }}
+                      {{ "monthAbbr" | i18n }}
+                    </ng-container>
+                  </ng-container>
+                </span>
+                <span>
+                  <ng-container
+                    *ngIf="summaryData.acceptingSponsorship; else notAcceptingSponsorship"
+                  >
+                    <span class="tw-line-through">{{
+                      summaryData.selectedPlan.PasswordManager.basePrice | currency: "$"
+                    }}</span>
+                    {{ "freeWithSponsorship" | i18n }}
+                  </ng-container>
+                  <ng-template #notAcceptingSponsorship>
+                    {{ summaryData.selectedPlan.PasswordManager.basePrice | currency: "$" }}
+                  </ng-template>
+                </span>
+              </p>
+            </ng-container>
+
+            <!-- Additional Seats -->
+            <ng-container *ngIf="summaryData.selectedPlan.PasswordManager.hasAdditionalSeatsOption">
+              <p class="tw-mb-0 tw-flex tw-justify-between" bitTypography="body2">
+                <span>
+                  <span *ngIf="summaryData.selectedPlan.PasswordManager.baseSeats"
+                    >{{ "additionalUsers" | i18n }}:</span
+                  >
+                  {{ summaryData.passwordManagerSeats || 0 }}&nbsp;
+                  <span *ngIf="!summaryData.selectedPlan.PasswordManager.baseSeats">{{
+                    "members" | i18n
+                  }}</span>
+                  &times;
+                  {{ summaryData.selectedPlan.PasswordManager.seatPrice | currency: "$" }}
+                  /{{ summaryData.selectedPlanInterval | i18n }}
+                </span>
+                <span *ngIf="!summaryData.isSecretsManagerTrial">
+                  {{ summaryData.passwordManagerSeatTotal | currency: "$" }}
+                </span>
+                <span *ngIf="summaryData.isSecretsManagerTrial">
+                  {{ "freeForOneYear" | i18n }}
+                </span>
+              </p>
+            </ng-container>
+
+            <!-- Additional Storage -->
+            <ng-container
+              *ngIf="
+                summaryData.selectedPlan.PasswordManager.hasAdditionalStorageOption &&
+                summaryData.storageGb > 0
+              "
+            >
+              <p class="tw-mb-0 tw-flex tw-justify-between" bitTypography="body2">
+                <span>
+                  {{ summaryData.storageGb }} {{ "additionalStorageGbMessage" | i18n }}
+                  &times;
+                  {{ summaryData.additionalStoragePriceMonthly | currency: "$" }}
+                  /{{ summaryData.selectedPlanInterval | i18n }}
+                </span>
+                <span>
+                  <ng-container [ngSwitch]="summaryData.selectedInterval">
+                    <ng-container *ngSwitchCase="planIntervals.Annually">
+                      {{ summaryData.additionalStorageTotal | currency: "$" }}
+                    </ng-container>
+                    <ng-container *ngSwitchDefault>
+                      {{
+                        summaryData.storageGb *
+                          summaryData.selectedPlan.PasswordManager.additionalStoragePricePerGb
+                          | currency: "$"
+                      }}
+                    </ng-container>
+                  </ng-container>
+                </span>
+              </p>
+            </ng-container>
+          </ng-container>
+        </ng-template>
+
+        <!-- Secrets Manager section -->
+        <ng-template #secretsManagerSection>
+          <ng-container *ngIf="summaryData.organization.useSecretsManager">
+            <p class="tw-font-semibold tw-mt-3 tw-mb-1">{{ "secretsManager" | i18n }}</p>
+
+            <!-- Base Price -->
+            <ng-container *ngIf="summaryData.selectedPlan?.SecretsManager?.basePrice">
+              <p class="tw-mb-1 tw-flex tw-justify-between" bitTypography="body2">
+                <span>
+                  <ng-container [ngSwitch]="summaryData.selectedInterval">
+                    <ng-container *ngSwitchCase="planIntervals.Annually">
+                      {{ summaryData.sub?.smSeats }} {{ "members" | i18n }} &times;
+                      {{
+                        (summaryData.selectedPlan.isAnnual
+                          ? summaryData.selectedPlan.SecretsManager.basePrice / 12
+                          : summaryData.selectedPlan.SecretsManager.basePrice
+                        ) | currency: "$"
+                      }}
+                      /{{ summaryData.selectedPlanInterval | i18n }}
+                    </ng-container>
+                    <ng-container *ngSwitchDefault>
+                      {{ "basePrice" | i18n }}:
+                      {{ summaryData.selectedPlan.SecretsManager.basePrice | currency: "$" }}
+                      {{ "monthAbbr" | i18n }}
+                    </ng-container>
+                  </ng-container>
+                </span>
+                <span *ngIf="summaryData.selectedInterval === planIntervals.Monthly">
+                  {{ summaryData.selectedPlan.SecretsManager.basePrice | currency: "$" }}
+                </span>
+              </p>
+            </ng-container>
+
+            <!-- Additional Seats -->
+            <ng-container
+              *ngIf="summaryData.selectedPlan?.SecretsManager?.hasAdditionalSeatsOption"
+            >
+              <p class="tw-mb-0 tw-flex tw-justify-between" bitTypography="body2">
+                <span>
+                  <span *ngIf="summaryData.selectedPlan.SecretsManager.baseSeats"
+                    >{{ "additionalUsers" | i18n }}:</span
+                  >
+                  {{ summaryData.sub?.smSeats || 0 }}&nbsp;
+                  <span *ngIf="!summaryData.selectedPlan.SecretsManager.baseSeats">{{
+                    "members" | i18n
+                  }}</span>
+                  &times;
+                  {{ summaryData.selectedPlan.SecretsManager.seatPrice | currency: "$" }}
+                  /{{ summaryData.selectedPlanInterval | i18n }}
+                </span>
+                <span>
+                  {{ summaryData.secretsManagerSeatTotal | currency: "$" }}
+                </span>
+              </p>
+            </ng-container>
+
+            <!-- Additional Service Accounts -->
+            <ng-container
+              *ngIf="
+                summaryData.selectedPlan?.SecretsManager?.hasAdditionalServiceAccountOption &&
+                summaryData.additionalServiceAccount > 0
+              "
+            >
+              <p class="tw-mb-0 tw-flex tw-justify-between" bitTypography="body2">
+                <span>
+                  {{ summaryData.additionalServiceAccount }}
+                  {{ "serviceAccounts" | i18n | lowercase }}
+                  &times;
+                  {{
+                    summaryData.selectedPlan?.SecretsManager?.additionalPricePerServiceAccount
+                      | currency: "$"
+                  }}
+                  /{{ summaryData.selectedPlanInterval | i18n }}
+                </span>
+                <span>{{ summaryData.additionalServiceAccountTotal | currency: "$" }}</span>
+              </p>
+            </ng-container>
+          </ng-container>
+        </ng-template>
+
+        <!-- Discount Section -->
+        <ng-container *ngIf="summaryData.discountPercentageFromSub > 0">
+          <p class="tw-mb-0 tw-flex tw-justify-between" bitTypography="body2">
+            <span class="tw-text-xs">
+              {{
+                "providerDiscount" | i18n: this.summaryData.discountPercentageFromSub | lowercase
+              }}
+            </span>
+            <span class="tw-line-through tw-text-xs">
+              {{ summaryData.totalAppliedDiscount | currency: "$" }}
+            </span>
+          </p>
+        </ng-container>
+      </bit-hint>
+    </div>
+
+    <!-- Tax and Total Section -->
+    <div class="tw-flex tw-flex-wrap tw-gap-4 tw-mt-4">
+      <bit-hint class="tw-w-full">
+        <p
+          class="tw-flex tw-justify-between tw-border-0 tw-border-solid tw-border-t tw-border-secondary-300 tw-pt-2 tw-mb-0"
+        >
+          <span class="tw-font-semibold">{{ "estimatedTax" | i18n }}</span>
+          <span>{{ summaryData.estimatedTax | currency: "USD" : "$" }}</span>
+        </p>
+      </bit-hint>
+    </div>
+
+    <div class="tw-flex tw-flex-wrap tw-gap-4 tw-mt-4">
+      <bit-hint class="tw-w-full">
+        <p
+          class="tw-flex tw-justify-between tw-border-0 tw-border-solid tw-border-t tw-border-secondary-300 tw-pt-2 tw-mb-0"
+        >
+          <span class="tw-font-semibold">{{ "total" | i18n }}</span>
+          <span>
+            {{ summaryData.total - summaryData.totalAppliedDiscount | currency: "USD" : "$" }}
+            <span class="tw-text-xs tw-font-semibold"
+              >/ {{ summaryData.selectedPlanInterval | i18n }}</span
+            >
+          </span>
+        </p>
+      </bit-hint>
+    </div>
+  </ng-container>
+</ng-container>
diff --git a/apps/web/src/app/billing/shared/pricing-summary/pricing-summary.component.ts b/apps/web/src/app/billing/shared/pricing-summary/pricing-summary.component.ts
new file mode 100644
index 0000000000..d4fdf35b74
--- /dev/null
+++ b/apps/web/src/app/billing/shared/pricing-summary/pricing-summary.component.ts
@@ -0,0 +1,48 @@
+import { Component, Input } from "@angular/core";
+
+import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
+import { PlanInterval } from "@bitwarden/common/billing/enums";
+import { OrganizationSubscriptionResponse } from "@bitwarden/common/billing/models/response/organization-subscription.response";
+import { PlanResponse } from "@bitwarden/common/billing/models/response/plan.response";
+
+export interface PricingSummaryData {
+  selectedPlanInterval: string;
+  passwordManagerSeats: number;
+  passwordManagerSeatTotal: number;
+  secretsManagerSeatTotal: number;
+  additionalStorageTotal: number;
+  additionalStoragePriceMonthly: number;
+  additionalServiceAccountTotal: number;
+  totalAppliedDiscount: number;
+  secretsManagerSubtotal: number;
+  passwordManagerSubtotal: number;
+  total: number;
+  organization?: Organization;
+  sub?: OrganizationSubscriptionResponse;
+  selectedPlan?: PlanResponse;
+  selectedInterval?: PlanInterval;
+  discountPercentageFromSub?: number;
+  discountPercentage?: number;
+  acceptingSponsorship?: boolean;
+  additionalServiceAccount?: number;
+  totalOpened?: boolean;
+  storageGb?: number;
+  isSecretsManagerTrial?: boolean;
+  estimatedTax?: number;
+}
+
+@Component({
+  selector: "app-pricing-summary",
+  templateUrl: "./pricing-summary.component.html",
+  standalone: false,
+})
+export class PricingSummaryComponent {
+  @Input() summaryData!: PricingSummaryData;
+  planIntervals = PlanInterval;
+
+  toggleTotalOpened(): void {
+    if (this.summaryData) {
+      this.summaryData.totalOpened = !this.summaryData.totalOpened;
+    }
+  }
+}
diff --git a/apps/web/src/app/billing/shared/trial-payment-dialog/trial-payment-dialog.component.html b/apps/web/src/app/billing/shared/trial-payment-dialog/trial-payment-dialog.component.html
new file mode 100644
index 0000000000..dbd2899c9e
--- /dev/null
+++ b/apps/web/src/app/billing/shared/trial-payment-dialog/trial-payment-dialog.component.html
@@ -0,0 +1,117 @@
+<bit-dialog dialogSize="default">
+  <span bitDialogTitle class="tw-font-semibold">
+    {{ "subscribetoEnterprise" | i18n: currentPlanName }}
+  </span>
+
+  <div bitDialogContent>
+    <p>{{ "subscribeEnterpriseSubtitle" | i18n: currentPlanName }}</p>
+
+    <!-- Plan Features List -->
+    <ng-container [ngSwitch]="currentPlan?.productTier">
+      <ul class="bwi-ul tw-text-xs" *ngSwitchCase="productTypes.Enterprise">
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "includeEnterprisePolicies" | i18n }}
+        </li>
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "passwordLessSso" | i18n }}
+        </li>
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "accountRecovery" | i18n }}
+        </li>
+        <li *ngIf="!organization?.canAccessSecretsManager">
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "customRoles" | i18n }}
+        </li>
+        <li *ngIf="organization?.canAccessSecretsManager">
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "unlimitedSecretsAndProjects" | i18n }}
+        </li>
+      </ul>
+
+      <ul class="bwi-ul tw-text-xs" *ngSwitchCase="productTypes.Teams">
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "secureDataSharing" | i18n }}
+        </li>
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "eventLogMonitoring" | i18n }}
+        </li>
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "directoryIntegration" | i18n }}
+        </li>
+        <li *ngIf="organization?.canAccessSecretsManager">
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "unlimitedSecretsAndProjects" | i18n }}
+        </li>
+      </ul>
+
+      <ul class="bwi-ul tw-text-xs" *ngSwitchCase="productTypes.Families">
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "premiumAccounts" | i18n }}
+        </li>
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "unlimitedSharing" | i18n }}
+        </li>
+        <li>
+          <i class="bwi bwi-check tw-text-muted bwi-li" aria-hidden="true"></i>
+          {{ "createUnlimitedCollections" | i18n }}
+        </li>
+      </ul>
+    </ng-container>
+
+    <div *ngIf="!(currentPlan?.productTier === productTypes.Families)">
+      <div class="tw-mb-3 tw-flex tw-justify-between">
+        <h4 class="tw-text-lg tw-text-main">{{ "selectAPlan" | i18n }}</h4>
+      </div>
+
+      <ng-container *ngIf="planCards().length > 0">
+        <div
+          class="tw-grid tw-grid-flow-col tw-gap-4 tw-mb-2"
+          [class]="'tw-grid-cols-' + planCards().length"
+        >
+          @for (planCard of planCards(); track $index) {
+            <app-plan-card [plan]="planCard" (cardClicked)="setSelected(planCard)"></app-plan-card>
+          }
+        </div>
+      </ng-container>
+    </div>
+    <!-- Payment Information -->
+    <ng-container>
+      <h2 bitTypography="h4">{{ "paymentMethod" | i18n }}</h2>
+      <ng-container bitDialogContent>
+        <app-payment
+          [showAccountCredit]="false"
+          [showBankAccount]="!!organizationId"
+          [initialPaymentMethod]="initialPaymentMethod"
+        ></app-payment>
+        <app-manage-tax-information
+          *ngIf="taxInformation"
+          [showTaxIdField]="showTaxIdField"
+          [startWith]="taxInformation"
+          (taxInformationChanged)="taxInformationChanged($event)"
+        />
+      </ng-container>
+      <!-- Pricing Breakdown -->
+      <app-pricing-summary
+        *ngIf="pricingSummaryData"
+        [summaryData]="pricingSummaryData"
+      ></app-pricing-summary>
+    </ng-container>
+  </div>
+  <!-- Dialog Footer -->
+  <ng-container bitDialogFooter>
+    <button bitButton buttonType="primary" type="button" [bitAction]="onSubscribe.bind(this)">
+      {{ "subscribe" | i18n }}
+    </button>
+    <button bitButton buttonType="secondary" type="button" [bitDialogClose]="ResultType.CLOSED">
+      {{ "later" | i18n }}
+    </button>
+  </ng-container>
+</bit-dialog>
diff --git a/apps/web/src/app/billing/shared/trial-payment-dialog/trial-payment-dialog.component.ts b/apps/web/src/app/billing/shared/trial-payment-dialog/trial-payment-dialog.component.ts
new file mode 100644
index 0000000000..ca51ae80e1
--- /dev/null
+++ b/apps/web/src/app/billing/shared/trial-payment-dialog/trial-payment-dialog.component.ts
@@ -0,0 +1,365 @@
+import { Component, EventEmitter, Inject, OnInit, Output, signal, ViewChild } from "@angular/core";
+import { firstValueFrom, map } from "rxjs";
+
+import { ManageTaxInformationComponent } from "@bitwarden/angular/billing/components";
+import { ApiService } from "@bitwarden/common/abstractions/api.service";
+import { OrganizationApiServiceAbstraction } from "@bitwarden/common/admin-console/abstractions/organization/organization-api.service.abstraction";
+import {
+  getOrganizationById,
+  OrganizationService,
+} from "@bitwarden/common/admin-console/abstractions/organization/organization.service.abstraction";
+import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
+import { AccountService } from "@bitwarden/common/auth/abstractions/account.service";
+import { BillingApiServiceAbstraction } from "@bitwarden/common/billing/abstractions";
+import { OrganizationBillingApiServiceAbstraction } from "@bitwarden/common/billing/abstractions/organizations/organization-billing-api.service.abstraction";
+import { PaymentMethodType, PlanInterval, ProductTierType } from "@bitwarden/common/billing/enums";
+import { TaxInformation } from "@bitwarden/common/billing/models/domain";
+import { ChangePlanFrequencyRequest } from "@bitwarden/common/billing/models/request/change-plan-frequency.request";
+import { ExpandedTaxInfoUpdateRequest } from "@bitwarden/common/billing/models/request/expanded-tax-info-update.request";
+import { PreviewOrganizationInvoiceRequest } from "@bitwarden/common/billing/models/request/preview-organization-invoice.request";
+import { UpdatePaymentMethodRequest } from "@bitwarden/common/billing/models/request/update-payment-method.request";
+import { OrganizationSubscriptionResponse } from "@bitwarden/common/billing/models/response/organization-subscription.response";
+import { PlanResponse } from "@bitwarden/common/billing/models/response/plan.response";
+import { ListResponse } from "@bitwarden/common/models/response/list.response";
+import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
+import {
+  DIALOG_DATA,
+  DialogConfig,
+  DialogRef,
+  DialogService,
+  ToastService,
+} from "@bitwarden/components";
+
+import { PlanCardService } from "../../services/plan-card.service";
+import { PaymentComponent } from "../payment/payment.component";
+import { PlanCard } from "../plan-card/plan-card.component";
+import { PricingSummaryData } from "../pricing-summary/pricing-summary.component";
+
+import { PricingSummaryService } from "./../../services/pricing-summary.service";
+
+type TrialPaymentDialogParams = {
+  organizationId: string;
+  subscription: OrganizationSubscriptionResponse;
+  productTierType: ProductTierType;
+  initialPaymentMethod?: PaymentMethodType;
+};
+
+export const TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE = {
+  CLOSED: "closed",
+  SUBMITTED: "submitted",
+} as const;
+
+export type TrialPaymentDialogResultType =
+  (typeof TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE)[keyof typeof TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE];
+
+interface OnSuccessArgs {
+  organizationId: string;
+}
+
+@Component({
+  selector: "app-trial-payment-dialog",
+  templateUrl: "./trial-payment-dialog.component.html",
+  standalone: false,
+})
+export class TrialPaymentDialogComponent implements OnInit {
+  @ViewChild(PaymentComponent) paymentComponent!: PaymentComponent;
+  @ViewChild(ManageTaxInformationComponent) taxComponent!: ManageTaxInformationComponent;
+
+  currentPlan!: PlanResponse;
+  currentPlanName!: string;
+  productTypes = ProductTierType;
+  organization!: Organization;
+  organizationId!: string;
+  sub!: OrganizationSubscriptionResponse;
+  selectedInterval: PlanInterval = PlanInterval.Annually;
+
+  planCards = signal<PlanCard[]>([]);
+  plans!: ListResponse<PlanResponse>;
+
+  @Output() onSuccess = new EventEmitter<OnSuccessArgs>();
+  protected initialPaymentMethod: PaymentMethodType;
+  protected taxInformation!: TaxInformation;
+  protected readonly ResultType = TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE;
+  pricingSummaryData!: PricingSummaryData;
+
+  constructor(
+    @Inject(DIALOG_DATA) private dialogParams: TrialPaymentDialogParams,
+    private dialogRef: DialogRef<TrialPaymentDialogResultType>,
+    private organizationService: OrganizationService,
+    private i18nService: I18nService,
+    private organizationApiService: OrganizationApiServiceAbstraction,
+    private accountService: AccountService,
+    private planCardService: PlanCardService,
+    private pricingSummaryService: PricingSummaryService,
+    private apiService: ApiService,
+    private toastService: ToastService,
+    private billingApiService: BillingApiServiceAbstraction,
+    private organizationBillingApiServiceAbstraction: OrganizationBillingApiServiceAbstraction,
+  ) {
+    this.initialPaymentMethod = this.dialogParams.initialPaymentMethod ?? PaymentMethodType.Card;
+  }
+
+  async ngOnInit(): Promise<void> {
+    this.currentPlanName = this.resolvePlanName(this.dialogParams.productTierType);
+    this.sub =
+      this.dialogParams.subscription ??
+      (await this.organizationApiService.getSubscription(this.dialogParams.organizationId));
+    this.organizationId = this.dialogParams.organizationId;
+    this.currentPlan = this.sub?.plan;
+    const userId = await firstValueFrom(this.accountService.activeAccount$.pipe(map((a) => a?.id)));
+    if (!userId) {
+      throw new Error("User ID is required");
+    }
+    const organization = await firstValueFrom(
+      this.organizationService
+        .organizations$(userId)
+        .pipe(getOrganizationById(this.organizationId)),
+    );
+    if (!organization) {
+      throw new Error("Organization not found");
+    }
+    this.organization = organization;
+
+    const planCards = await this.planCardService.getCadenceCards(
+      this.currentPlan,
+      this.sub,
+      this.isSecretsManagerTrial(),
+    );
+
+    this.planCards.set(planCards);
+
+    if (!this.selectedInterval) {
+      this.selectedInterval = planCards.find((card) => card.isSelected)?.isAnnual
+        ? PlanInterval.Annually
+        : PlanInterval.Monthly;
+    }
+
+    const taxInfo = await this.organizationApiService.getTaxInfo(this.organizationId);
+    this.taxInformation = TaxInformation.from(taxInfo);
+
+    this.pricingSummaryData = await this.pricingSummaryService.getPricingSummaryData(
+      this.currentPlan,
+      this.sub,
+      this.organization,
+      this.selectedInterval,
+      this.taxInformation,
+      this.isSecretsManagerTrial(),
+    );
+
+    this.plans = await this.apiService.getPlans();
+  }
+
+  static open = (
+    dialogService: DialogService,
+    dialogConfig: DialogConfig<TrialPaymentDialogParams>,
+  ) => dialogService.open<TrialPaymentDialogResultType>(TrialPaymentDialogComponent, dialogConfig);
+
+  async setSelected(planCard: PlanCard) {
+    this.selectedInterval = planCard.isAnnual ? PlanInterval.Annually : PlanInterval.Monthly;
+
+    this.planCards.update((planCards) => {
+      return planCards.map((planCard) => {
+        if (planCard.isSelected) {
+          return {
+            ...planCard,
+            isSelected: false,
+          };
+        } else {
+          return {
+            ...planCard,
+            isSelected: true,
+          };
+        }
+      });
+    });
+
+    await this.selectPlan();
+
+    this.pricingSummaryData = await this.pricingSummaryService.getPricingSummaryData(
+      this.currentPlan,
+      this.sub,
+      this.organization,
+      this.selectedInterval,
+      this.taxInformation,
+      this.isSecretsManagerTrial(),
+    );
+  }
+
+  protected async selectPlan() {
+    if (
+      this.selectedInterval === PlanInterval.Monthly &&
+      this.currentPlan.productTier == ProductTierType.Families
+    ) {
+      return;
+    }
+
+    const filteredPlans = this.plans.data.filter(
+      (plan) =>
+        plan.productTier === this.currentPlan.productTier &&
+        plan.isAnnual === (this.selectedInterval === PlanInterval.Annually),
+    );
+    if (filteredPlans.length > 0) {
+      this.currentPlan = filteredPlans[0];
+    }
+    try {
+      await this.refreshSalesTax();
+    } catch (error) {
+      const errorMessage = error instanceof Error ? error.message : String(error);
+      const translatedMessage = this.i18nService.t(errorMessage);
+      this.toastService.showToast({
+        title: "",
+        variant: "error",
+        message: !translatedMessage || translatedMessage === "" ? errorMessage : translatedMessage,
+      });
+    }
+  }
+
+  protected get showTaxIdField(): boolean {
+    switch (this.currentPlan.productTier) {
+      case ProductTierType.Free:
+      case ProductTierType.Families:
+        return false;
+      default:
+        return true;
+    }
+  }
+
+  private async refreshSalesTax(): Promise<void> {
+    if (
+      this.taxInformation === undefined ||
+      !this.taxInformation.country ||
+      !this.taxInformation.postalCode
+    ) {
+      return;
+    }
+
+    const request: PreviewOrganizationInvoiceRequest = {
+      organizationId: this.organizationId,
+      passwordManager: {
+        additionalStorage: 0,
+        plan: this.currentPlan?.type,
+        seats: this.sub.seats,
+      },
+      taxInformation: {
+        postalCode: this.taxInformation.postalCode,
+        country: this.taxInformation.country,
+        taxId: this.taxInformation.taxId,
+      },
+    };
+
+    if (this.organization.useSecretsManager) {
+      request.secretsManager = {
+        seats: this.sub.smSeats ?? 0,
+        additionalMachineAccounts:
+          (this.sub.smServiceAccounts ?? 0) -
+          (this.sub.plan.SecretsManager?.baseServiceAccount ?? 0),
+      };
+    }
+
+    this.pricingSummaryData = await this.pricingSummaryService.getPricingSummaryData(
+      this.currentPlan,
+      this.sub,
+      this.organization,
+      this.selectedInterval,
+      this.taxInformation,
+      this.isSecretsManagerTrial(),
+    );
+  }
+
+  async taxInformationChanged(event: TaxInformation) {
+    this.taxInformation = event;
+    this.toggleBankAccount();
+    await this.refreshSalesTax();
+  }
+
+  toggleBankAccount = () => {
+    this.paymentComponent.showBankAccount = this.taxInformation.country === "US";
+
+    if (
+      !this.paymentComponent.showBankAccount &&
+      this.paymentComponent.selected === PaymentMethodType.BankAccount
+    ) {
+      this.paymentComponent.select(PaymentMethodType.Card);
+    }
+  };
+
+  isSecretsManagerTrial(): boolean {
+    return (
+      this.sub?.subscription?.items?.some((item) =>
+        this.sub?.customerDiscount?.appliesTo?.includes(item.productId),
+      ) ?? false
+    );
+  }
+
+  async onSubscribe(): Promise<void> {
+    if (!this.taxComponent.validate()) {
+      this.taxComponent.markAllAsTouched();
+    }
+    try {
+      await this.updateOrganizationPaymentMethod(
+        this.organizationId,
+        this.paymentComponent,
+        this.taxInformation,
+      );
+
+      if (this.currentPlan.type !== this.sub.planType) {
+        const changePlanRequest = new ChangePlanFrequencyRequest();
+        changePlanRequest.newPlanType = this.currentPlan.type;
+        await this.organizationBillingApiServiceAbstraction.changeSubscriptionFrequency(
+          this.organizationId,
+          changePlanRequest,
+        );
+      }
+
+      this.toastService.showToast({
+        variant: "success",
+        title: undefined,
+        message: this.i18nService.t("updatedPaymentMethod"),
+      });
+
+      this.onSuccess.emit({ organizationId: this.organizationId });
+      this.dialogRef.close(TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE.SUBMITTED);
+    } catch (error) {
+      const msg =
+        typeof error === "object" && error !== null && "message" in error
+          ? (error as { message: string }).message
+          : String(error);
+      this.toastService.showToast({
+        variant: "error",
+        title: undefined,
+        message: this.i18nService.t(msg) || msg,
+      });
+    }
+  }
+
+  private async updateOrganizationPaymentMethod(
+    organizationId: string,
+    paymentComponent: PaymentComponent,
+    taxInformation: TaxInformation,
+  ): Promise<void> {
+    const paymentSource = await paymentComponent.tokenize();
+
+    const request = new UpdatePaymentMethodRequest();
+    request.paymentSource = paymentSource;
+    request.taxInformation = ExpandedTaxInfoUpdateRequest.From(taxInformation);
+
+    await this.billingApiService.updateOrganizationPaymentMethod(organizationId, request);
+  }
+
+  resolvePlanName(productTier: ProductTierType): string {
+    switch (productTier) {
+      case ProductTierType.Enterprise:
+        return this.i18nService.t("planNameEnterprise");
+      case ProductTierType.Free:
+        return this.i18nService.t("planNameFree");
+      case ProductTierType.Families:
+        return this.i18nService.t("planNameFamilies");
+      case ProductTierType.Teams:
+        return this.i18nService.t("planNameTeams");
+      case ProductTierType.TeamsStarter:
+        return this.i18nService.t("planNameTeamsStarter");
+      default:
+        return this.i18nService.t("planNameFree");
+    }
+  }
+}
diff --git a/apps/web/src/app/billing/warnings/components/organization-free-trial-warning.component.ts b/apps/web/src/app/billing/warnings/components/organization-free-trial-warning.component.ts
index 074358537b..a7ce53c999 100644
--- a/apps/web/src/app/billing/warnings/components/organization-free-trial-warning.component.ts
+++ b/apps/web/src/app/billing/warnings/components/organization-free-trial-warning.component.ts
@@ -1,8 +1,10 @@
 import { AsyncPipe } from "@angular/common";
-import { Component, EventEmitter, Input, OnInit, Output } from "@angular/core";
-import { Observable } from "rxjs";
+import { Component, EventEmitter, Input, OnDestroy, OnInit, Output } from "@angular/core";
+import { Observable, Subject } from "rxjs";
+import { takeUntil } from "rxjs/operators";
 
 import { Organization } from "@bitwarden/common/admin-console/models/domain/organization";
+import { OrganizationId } from "@bitwarden/common/types/guid";
 import { AnchorLinkDirective, BannerComponent } from "@bitwarden/components";
 import { I18nPipe } from "@bitwarden/ui-common";
 
@@ -37,16 +39,28 @@ import { OrganizationFreeTrialWarning } from "../types";
   `,
   imports: [AnchorLinkDirective, AsyncPipe, BannerComponent, I18nPipe],
 })
-export class OrganizationFreeTrialWarningComponent implements OnInit {
+export class OrganizationFreeTrialWarningComponent implements OnInit, OnDestroy {
   @Input({ required: true }) organization!: Organization;
   @Output() clicked = new EventEmitter<void>();
 
   warning$!: Observable<OrganizationFreeTrialWarning>;
+  private destroy$ = new Subject<void>();
 
   constructor(private organizationWarningsService: OrganizationWarningsService) {}
 
   ngOnInit() {
     this.warning$ = this.organizationWarningsService.getFreeTrialWarning$(this.organization);
+    this.organizationWarningsService
+      .refreshWarningsForOrganization$(this.organization.id as OrganizationId)
+      .pipe(takeUntil(this.destroy$))
+      .subscribe(() => {
+        this.refresh();
+      });
+  }
+
+  ngOnDestroy() {
+    this.destroy$.next();
+    this.destroy$.complete();
   }
 
   refresh = () => {
diff --git a/apps/web/src/app/billing/warnings/services/organization-warnings.service.ts b/apps/web/src/app/billing/warnings/services/organization-warnings.service.ts
index fa53992afe..78c17a5d38 100644
--- a/apps/web/src/app/billing/warnings/services/organization-warnings.service.ts
+++ b/apps/web/src/app/billing/warnings/services/organization-warnings.service.ts
@@ -1,6 +1,7 @@
+import { Location } from "@angular/common";
 import { Injectable } from "@angular/core";
 import { Router } from "@angular/router";
-import { filter, from, lastValueFrom, map, Observable, switchMap, takeWhile } from "rxjs";
+import { filter, from, lastValueFrom, map, Observable, Subject, switchMap, takeWhile } from "rxjs";
 import { take } from "rxjs/operators";
 
 import { OrganizationApiServiceAbstraction } from "@bitwarden/common/admin-console/abstractions/organization/organization-api.service.abstraction";
@@ -10,10 +11,15 @@ import { OrganizationWarningsResponse } from "@bitwarden/common/billing/models/r
 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 { SyncService } from "@bitwarden/common/platform/sync";
 import { OrganizationId } from "@bitwarden/common/types/guid";
 import { DialogService } from "@bitwarden/components";
 
 import { openChangePlanDialog } from "../../organizations/change-plan-dialog.component";
+import {
+  TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE,
+  TrialPaymentDialogComponent,
+} from "../../shared/trial-payment-dialog/trial-payment-dialog.component";
 import { OrganizationFreeTrialWarning, OrganizationResellerRenewalWarning } from "../types";
 
 const format = (date: Date) =>
@@ -26,6 +32,7 @@ const format = (date: Date) =>
 @Injectable({ providedIn: "root" })
 export class OrganizationWarningsService {
   private cache$ = new Map<OrganizationId, Observable<OrganizationWarningsResponse>>();
+  private refreshWarnings$ = new Subject<OrganizationId>();
 
   constructor(
     private configService: ConfigService,
@@ -34,6 +41,8 @@ export class OrganizationWarningsService {
     private organizationApiService: OrganizationApiServiceAbstraction,
     private organizationBillingApiService: OrganizationBillingApiServiceAbstraction,
     private router: Router,
+    private location: Location,
+    protected syncService: SyncService,
   ) {}
 
   getFreeTrialWarning$ = (
@@ -174,10 +183,33 @@ export class OrganizationWarningsService {
             });
             break;
           }
+          case "add_payment_method_optional_trial": {
+            const organizationSubscriptionResponse =
+              await this.organizationApiService.getSubscription(organization.id);
+
+            const dialogRef = TrialPaymentDialogComponent.open(this.dialogService, {
+              data: {
+                organizationId: organization.id,
+                subscription: organizationSubscriptionResponse,
+                productTierType: organization?.productTierType,
+              },
+            });
+            const result = await lastValueFrom(dialogRef.closed);
+            if (result === TRIAL_PAYMENT_METHOD_DIALOG_RESULT_TYPE.SUBMITTED) {
+              this.refreshWarnings$.next(organization.id as OrganizationId);
+            }
+          }
         }
       }),
     );
 
+  refreshWarningsForOrganization$(organizationId: OrganizationId): Observable<void> {
+    return this.refreshWarnings$.pipe(
+      filter((id) => id === organizationId),
+      map((): void => void 0),
+    );
+  }
+
   private getResponse$ = (
     organization: Organization,
     bypassCache: boolean = false,
diff --git a/apps/web/src/locales/en/messages.json b/apps/web/src/locales/en/messages.json
index d5ded3c75e..9c9ecc7972 100644
--- a/apps/web/src/locales/en/messages.json
+++ b/apps/web/src/locales/en/messages.json
@@ -568,6 +568,9 @@
   "cancel": {
     "message": "Cancel"
   },
+  "later": {
+    "message": "Later"
+  },
   "canceled": {
     "message": "Canceled"
   },
@@ -4630,6 +4633,9 @@
   "receiveMarketingEmailsV2": {
     "message": "Get advice, announcements, and research opportunities from Bitwarden in your inbox."
   },
+  "subscribe": {
+    "message": "Subscribe"
+  },
   "unsubscribe": {
     "message": "Unsubscribe"
   },
@@ -10900,5 +10906,26 @@
         "example": "12-3456789"
       }
     }
+  },
+  "subscribetoEnterprise": {
+    "message": "Subscribe to $PLAN$",
+    "placeholders": {
+      "plan": {
+        "content": "$1",
+        "example": "Teams"
+      }
+    }
+  },
+  "subscribeEnterpriseSubtitle": {
+    "message": "Your 7-day $PLAN$ trial starts today. Add a payment method now to continue using these features after your trial ends: ",
+    "placeholders": {
+      "plan": {
+        "content": "$1",
+        "example": "Teams"
+      }
+    }
+  },
+   "unlimitedSecretsAndProjects": {
+    "message": "Unlimited secrets and projects"
   }
-}
+}
\ No newline at end of file
diff --git a/libs/common/src/billing/abstractions/organizations/organization-billing-api.service.abstraction.ts b/libs/common/src/billing/abstractions/organizations/organization-billing-api.service.abstraction.ts
index 4975da0d7d..29301e626b 100644
--- a/libs/common/src/billing/abstractions/organizations/organization-billing-api.service.abstraction.ts
+++ b/libs/common/src/billing/abstractions/organizations/organization-billing-api.service.abstraction.ts
@@ -1,3 +1,4 @@
+import { ChangePlanFrequencyRequest } from "@bitwarden/common/billing/models/request/change-plan-frequency.request";
 import { OrganizationWarningsResponse } from "@bitwarden/common/billing/models/response/organization-warnings.response";
 
 import {
@@ -28,4 +29,9 @@ export abstract class OrganizationBillingApiServiceAbstraction {
       organizationKey: string;
     },
   ) => Promise<string>;
+
+  abstract changeSubscriptionFrequency: (
+    organizationId: string,
+    request: ChangePlanFrequencyRequest,
+  ) => Promise<void>;
 }
diff --git a/libs/common/src/billing/models/request/change-plan-frequency.request.ts b/libs/common/src/billing/models/request/change-plan-frequency.request.ts
new file mode 100644
index 0000000000..70b7718166
--- /dev/null
+++ b/libs/common/src/billing/models/request/change-plan-frequency.request.ts
@@ -0,0 +1,9 @@
+import { PlanType } from "../../enums";
+
+export class ChangePlanFrequencyRequest {
+  newPlanType: PlanType;
+
+  constructor(newPlanType?: PlanType) {
+    this.newPlanType = newPlanType!;
+  }
+}
diff --git a/libs/common/src/billing/services/organization/organization-billing-api.service.ts b/libs/common/src/billing/services/organization/organization-billing-api.service.ts
index 1189316a48..e9456f6102 100644
--- a/libs/common/src/billing/services/organization/organization-billing-api.service.ts
+++ b/libs/common/src/billing/services/organization/organization-billing-api.service.ts
@@ -1,3 +1,4 @@
+import { ChangePlanFrequencyRequest } from "@bitwarden/common/billing/models/request/change-plan-frequency.request";
 import { OrganizationWarningsResponse } from "@bitwarden/common/billing/models/response/organization-warnings.response";
 
 import { ApiService } from "../../../abstractions/api.service";
@@ -83,4 +84,17 @@ export class OrganizationBillingApiService implements OrganizationBillingApiServ
 
     return response as string;
   }
+
+  async changeSubscriptionFrequency(
+    organizationId: string,
+    request: ChangePlanFrequencyRequest,
+  ): Promise<void> {
+    return await this.apiService.send(
+      "POST",
+      "/organizations/" + organizationId + "/billing/change-frequency",
+      request,
+      true,
+      false,
+    );
+  }
 }