diff --git a/apps/remix/.bin/stripe-dev.sh b/apps/remix/.bin/stripe-dev.sh
index 67d349ded..fc8ac7485 100755
--- a/apps/remix/.bin/stripe-dev.sh
+++ b/apps/remix/.bin/stripe-dev.sh
@@ -73,5 +73,12 @@ if [ -z "$NEXT_PRIVATE_STRIPE_WEBHOOK_SECRET" ]; then
   echo "╚═════════════════════════════════════════════════════════════════════╝"
 fi
 
+NEXT_PUBLIC_WEBAPP_URL=$(load_env_var "NEXT_PUBLIC_WEBAPP_URL")
+
+if [ -z "$NEXT_PUBLIC_WEBAPP_URL" ]; then
+  NEXT_PUBLIC_WEBAPP_URL="http://localhost:3000"
+  echo "[INFO]: NEXT_PUBLIC_WEBAPP_URL not set, defaulting to $NEXT_PUBLIC_WEBAPP_URL"
+fi
+
 echo "[INFO]: Starting Stripe webhook listener..."
-stripe listen --api-key "$NEXT_PRIVATE_STRIPE_API_KEY" --forward-to http://localhost:3000/api/stripe/webhook
+stripe listen --api-key "$NEXT_PRIVATE_STRIPE_API_KEY" --forward-to "$NEXT_PUBLIC_WEBAPP_URL/api/stripe/webhook"
diff --git a/apps/remix/app/components/dialogs/admin-organisation-sync-subscription-dialog.tsx b/apps/remix/app/components/dialogs/admin-organisation-sync-subscription-dialog.tsx
new file mode 100644
index 000000000..57f3c3cb0
--- /dev/null
+++ b/apps/remix/app/components/dialogs/admin-organisation-sync-subscription-dialog.tsx
@@ -0,0 +1,155 @@
+import { AppError } from '@documenso/lib/errors/app-error';
+import { trpc } from '@documenso/trpc/react';
+import { Button } from '@documenso/ui/primitives/button';
+import { Checkbox } from '@documenso/ui/primitives/checkbox';
+import {
+  Dialog,
+  DialogContent,
+  DialogDescription,
+  DialogFooter,
+  DialogHeader,
+  DialogTitle,
+  DialogTrigger,
+} from '@documenso/ui/primitives/dialog';
+import { Form, FormControl, FormField, FormItem } from '@documenso/ui/primitives/form/form';
+import { useToast } from '@documenso/ui/primitives/use-toast';
+import { zodResolver } from '@hookform/resolvers/zod';
+import { Trans, useLingui } from '@lingui/react/macro';
+import { useEffect, useState } from 'react';
+import { useForm } from 'react-hook-form';
+import { useNavigate } from 'react-router';
+import { z } from 'zod';
+
+export type AdminOrganisationSyncSubscriptionDialogProps = {
+  organisationId: string;
+  trigger?: React.ReactNode;
+};
+
+const ZAdminOrganisationSyncSubscriptionFormSchema = z.object({
+  syncClaims: z.boolean(),
+});
+
+type TAdminOrganisationSyncSubscriptionFormSchema = z.infer<typeof ZAdminOrganisationSyncSubscriptionFormSchema>;
+
+export const AdminOrganisationSyncSubscriptionDialog = ({
+  organisationId,
+  trigger,
+}: AdminOrganisationSyncSubscriptionDialogProps) => {
+  const [open, setOpen] = useState(false);
+
+  const { t } = useLingui();
+  const { toast } = useToast();
+
+  const navigate = useNavigate();
+
+  const form = useForm<TAdminOrganisationSyncSubscriptionFormSchema>({
+    resolver: zodResolver(ZAdminOrganisationSyncSubscriptionFormSchema),
+    defaultValues: {
+      syncClaims: false,
+    },
+  });
+
+  const { mutateAsync: syncSubscription } = trpc.admin.organisation.subscription.sync.useMutation();
+
+  const onFormSubmit = async (values: TAdminOrganisationSyncSubscriptionFormSchema) => {
+    try {
+      await syncSubscription({
+        organisationId,
+        syncClaims: values.syncClaims,
+      });
+
+      toast({
+        title: t`Subscription synced`,
+        description: t`The organisation subscription has been synced with Stripe.`,
+        duration: 5000,
+      });
+
+      await navigate(0);
+
+      setOpen(false);
+    } catch (err) {
+      const error = AppError.parseError(err);
+
+      console.error(error);
+
+      toast({
+        title: t`Failed to sync subscription`,
+        description: error.message,
+        variant: 'destructive',
+        duration: 10000,
+      });
+    }
+  };
+
+  useEffect(() => {
+    if (!open) {
+      form.reset();
+    }
+  }, [open, form]);
+
+  return (
+    <Dialog open={open} onOpenChange={(value) => !form.formState.isSubmitting && setOpen(value)}>
+      <DialogTrigger asChild>
+        {trigger ?? (
+          <Button variant="outline">
+            <Trans>Sync Stripe subscription</Trans>
+          </Button>
+        )}
+      </DialogTrigger>
+
+      <DialogContent position="center">
+        <DialogHeader>
+          <DialogTitle>
+            <Trans>Sync Stripe subscription</Trans>
+          </DialogTitle>
+
+          <DialogDescription>
+            <Trans>Fetch the latest subscription data from Stripe and apply it to this organisation.</Trans>
+          </DialogDescription>
+        </DialogHeader>
+
+        <Form {...form}>
+          <form onSubmit={form.handleSubmit(onFormSubmit)}>
+            <fieldset className="flex h-full flex-col space-y-4" disabled={form.formState.isSubmitting}>
+              <FormField
+                control={form.control}
+                name="syncClaims"
+                render={({ field }) => (
+                  <FormItem className="flex flex-row items-center space-x-3 space-y-0">
+                    <FormControl>
+                      <Checkbox
+                        id="admin-sync-subscription-sync-claims"
+                        checked={field.value}
+                        onCheckedChange={field.onChange}
+                      />
+                    </FormControl>
+
+                    <label
+                      htmlFor="admin-sync-subscription-sync-claims"
+                      className="font-normal text-muted-foreground text-sm leading-snug"
+                    >
+                      <Trans>
+                        Sync claims. This will overwrite the current claim with the one resolved from the Stripe
+                        subscription.
+                      </Trans>
+                    </label>
+                  </FormItem>
+                )}
+              />
+
+              <DialogFooter>
+                <Button type="button" variant="secondary" onClick={() => setOpen(false)}>
+                  <Trans>Cancel</Trans>
+                </Button>
+
+                <Button type="submit" loading={form.formState.isSubmitting}>
+                  <Trans>Sync</Trans>
+                </Button>
+              </DialogFooter>
+            </fieldset>
+          </form>
+        </Form>
+      </DialogContent>
+    </Dialog>
+  );
+};
diff --git a/apps/remix/app/components/dialogs/admin-swap-subscription-dialog.tsx b/apps/remix/app/components/dialogs/admin-swap-subscription-dialog.tsx
index 72c0b3326..90489bf8f 100644
--- a/apps/remix/app/components/dialogs/admin-swap-subscription-dialog.tsx
+++ b/apps/remix/app/components/dialogs/admin-swap-subscription-dialog.tsx
@@ -67,7 +67,7 @@ export const AdminSwapSubscriptionDialog = ({
 
   const selectedOrg = eligibleOrgs.find((org) => org.id === selectedOrgId);
 
-  const { mutateAsync: swapSubscription } = trpc.admin.organisation.swapSubscription.useMutation();
+  const { mutateAsync: swapSubscription } = trpc.admin.organisation.subscription.swap.useMutation();
 
   const onSubmit = async () => {
     if (!selectedOrgId) {
diff --git a/apps/remix/app/components/general/organisation-usage-reset-button.tsx b/apps/remix/app/components/general/organisation-usage-reset-button.tsx
index 73340b122..7451f6e1c 100644
--- a/apps/remix/app/components/general/organisation-usage-reset-button.tsx
+++ b/apps/remix/app/components/general/organisation-usage-reset-button.tsx
@@ -14,7 +14,7 @@ export const OrganisationUsageResetButton = ({ organisationId, counter }: Organi
   const { toast } = useToast();
   const { revalidate } = useRevalidator();
 
-  const { mutateAsync: reset, isPending } = trpc.admin.organisation.resetMonthlyStat.useMutation({
+  const { mutateAsync: reset, isPending } = trpc.admin.organisation.stats.reset.useMutation({
     onSuccess: async () => {
       toast({ title: t`Counter reset.` });
       await revalidate();
diff --git a/apps/remix/app/components/tables/admin-organisation-stats-table.tsx b/apps/remix/app/components/tables/admin-organisation-stats-table.tsx
index 97275e1c1..0e8bf7003 100644
--- a/apps/remix/app/components/tables/admin-organisation-stats-table.tsx
+++ b/apps/remix/app/components/tables/admin-organisation-stats-table.tsx
@@ -41,7 +41,7 @@ export const AdminOrganisationStatsTable = () => {
   const orderByColumn = parseOrderByColumn(searchParams?.get('orderByColumn') ?? undefined);
   const orderByDirection = parseOrderByDirection(searchParams?.get('orderByDirection') ?? undefined);
 
-  const { data, isLoading, isLoadingError } = trpc.admin.organisation.findStats.useQuery({
+  const { data, isLoading, isLoadingError } = trpc.admin.organisation.stats.find.useQuery({
     query: parsedSearchParams.query,
     page: parsedSearchParams.page,
     perPage: parsedSearchParams.perPage,
diff --git a/apps/remix/app/routes/_authenticated+/admin+/organisations.$id.tsx b/apps/remix/app/routes/_authenticated+/admin+/organisations.$id.tsx
index a0c5cf37a..9824390d1 100644
--- a/apps/remix/app/routes/_authenticated+/admin+/organisations.$id.tsx
+++ b/apps/remix/app/routes/_authenticated+/admin+/organisations.$id.tsx
@@ -40,6 +40,7 @@ import type { z } from 'zod';
 import { AdminOrganisationDeleteDialog } from '~/components/dialogs/admin-organisation-delete-dialog';
 import { AdminOrganisationMemberDeleteDialog } from '~/components/dialogs/admin-organisation-member-delete-dialog';
 import { AdminOrganisationMemberUpdateDialog } from '~/components/dialogs/admin-organisation-member-update-dialog';
+import { AdminOrganisationSyncSubscriptionDialog } from '~/components/dialogs/admin-organisation-sync-subscription-dialog';
 import { DetailsCard, DetailsValue } from '~/components/general/admin-details';
 import { AdminGlobalSettingsSection } from '~/components/general/admin-global-settings-section';
 import { ClaimLimitFields } from '~/components/general/claim-limit-fields';
@@ -377,7 +378,16 @@ export default function OrganisationGroupSettingsPage({ params, loaderData }: Ro
         )}
 
         {organisation.subscription && (
-          <div>
+          <div className="flex flex-col gap-2 sm:flex-row">
+            <AdminOrganisationSyncSubscriptionDialog
+              organisationId={organisationId}
+              trigger={
+                <Button variant="outline">
+                  <Trans>Sync Stripe subscription</Trans>
+                </Button>
+              }
+            />
+
             <Button variant="outline" asChild>
               <Link
                 target="_blank"
diff --git a/packages/ee/server-only/stripe/webhook/on-subscription-updated.ts b/packages/ee/server-only/stripe/webhook/on-subscription-updated.ts
index a822b0a10..ad8692b03 100644
--- a/packages/ee/server-only/stripe/webhook/on-subscription-updated.ts
+++ b/packages/ee/server-only/stripe/webhook/on-subscription-updated.ts
@@ -8,6 +8,13 @@ import { match } from 'ts-pattern';
 export type OnSubscriptionUpdatedOptions = {
   subscription: Stripe.Subscription;
   previousAttributes: Partial<Stripe.Subscription> | null;
+  /**
+   * When true, the organisationClaim will not be synced.
+   *
+   * Used by the admin sync route to update only the Subscription
+   * row while leaving claim entitlements untouched.
+   */
+  bypassClaimUpdate?: boolean;
 };
 
 type StripeWebhookResponse = {
@@ -15,7 +22,11 @@ type StripeWebhookResponse = {
   message: string;
 };
 
-export const onSubscriptionUpdated = async ({ subscription, previousAttributes }: OnSubscriptionUpdatedOptions) => {
+export const onSubscriptionUpdated = async ({
+  subscription,
+  previousAttributes,
+  bypassClaimUpdate = false,
+}: OnSubscriptionUpdatedOptions) => {
   const customerId = typeof subscription.customer === 'string' ? subscription.customer : subscription.customer.id;
 
   // Todo: logging
@@ -121,7 +132,8 @@ export const onSubscriptionUpdated = async ({ subscription, previousAttributes }
     });
 
     // Override current organisation claim if new one is found.
-    if (newClaimFound) {
+    // Skipped when bypassClaimUpdate is set.
+    if (!bypassClaimUpdate && newClaimFound) {
       await tx.organisationClaim.update({
         where: {
           id: organisation.organisationClaim.id,
diff --git a/packages/trpc/server/admin-router/router.ts b/packages/trpc/server/admin-router/router.ts
index 6039ddfbe..5594ce3a7 100644
--- a/packages/trpc/server/admin-router/router.ts
+++ b/packages/trpc/server/admin-router/router.ts
@@ -32,6 +32,7 @@ import { resetOrganisationMonthlyStatRoute } from './reset-organisation-monthly-
 import { resetTwoFactorRoute } from './reset-two-factor-authentication';
 import { resyncLicenseRoute } from './resync-license';
 import { swapOrganisationSubscriptionRoute } from './swap-organisation-subscription';
+import { syncOrganisationSubscriptionRoute } from './sync-organisation-subscription';
 import { updateAdminOrganisationRoute } from './update-admin-organisation';
 import { updateOrganisationMemberRoleRoute } from './update-organisation-member-role';
 import { updateRecipientRoute } from './update-recipient';
@@ -46,9 +47,14 @@ export const adminRouter = router({
     create: createAdminOrganisationRoute,
     update: updateAdminOrganisationRoute,
     delete: deleteOrganisationRoute,
-    swapSubscription: swapOrganisationSubscriptionRoute,
-    resetMonthlyStat: resetOrganisationMonthlyStatRoute,
-    findStats: findOrganisationStatsRoute,
+    subscription: {
+      swap: swapOrganisationSubscriptionRoute,
+      sync: syncOrganisationSubscriptionRoute,
+    },
+    stats: {
+      find: findOrganisationStatsRoute,
+      reset: resetOrganisationMonthlyStatRoute,
+    },
   },
   organisationMember: {
     promoteToOwner: promoteMemberToOwnerRoute,
diff --git a/packages/trpc/server/admin-router/sync-organisation-subscription.ts b/packages/trpc/server/admin-router/sync-organisation-subscription.ts
new file mode 100644
index 000000000..ae9f264b2
--- /dev/null
+++ b/packages/trpc/server/admin-router/sync-organisation-subscription.ts
@@ -0,0 +1,81 @@
+import { onSubscriptionUpdated } from '@documenso/ee/server-only/stripe/webhook/on-subscription-updated';
+import { AppError, AppErrorCode } from '@documenso/lib/errors/app-error';
+import { Stripe, stripe } from '@documenso/lib/server-only/stripe';
+import { prisma } from '@documenso/prisma';
+
+import { adminProcedure } from '../trpc';
+import {
+  ZSyncOrganisationSubscriptionRequestSchema,
+  ZSyncOrganisationSubscriptionResponseSchema,
+} from './sync-organisation-subscription.types';
+
+export const syncOrganisationSubscriptionRoute = adminProcedure
+  .input(ZSyncOrganisationSubscriptionRequestSchema)
+  .output(ZSyncOrganisationSubscriptionResponseSchema)
+  .mutation(async ({ input, ctx }) => {
+    const { organisationId, syncClaims } = input;
+
+    ctx.logger.info({
+      input: {
+        organisationId,
+        syncClaims,
+      },
+    });
+
+    const organisation = await prisma.organisation.findUnique({
+      where: { id: organisationId },
+      include: {
+        subscription: true,
+      },
+    });
+
+    if (!organisation) {
+      throw new AppError(AppErrorCode.NOT_FOUND, {
+        message: 'Organisation not found',
+      });
+    }
+
+    if (!organisation.subscription) {
+      throw new AppError(AppErrorCode.INVALID_REQUEST, {
+        message: 'Organisation has no subscription to sync',
+      });
+    }
+
+    let stripeSubscription: Stripe.Subscription;
+
+    try {
+      stripeSubscription = await stripe.subscriptions.retrieve(organisation.subscription.planId, {
+        expand: ['items.data.price.product'],
+      });
+    } catch (error) {
+      if (error instanceof Stripe.errors.StripeInvalidRequestError && error.code === 'resource_missing') {
+        throw new AppError(AppErrorCode.NOT_FOUND, {
+          message: 'Subscription not found on Stripe',
+        });
+      }
+
+      throw error;
+    }
+
+    const stripeCustomerId =
+      typeof stripeSubscription.customer === 'string' ? stripeSubscription.customer : stripeSubscription.customer.id;
+
+    if (organisation.customerId !== stripeCustomerId) {
+      ctx.logger.error({
+        message: 'Organisation customerId does not match Stripe subscription customer',
+        organisationId,
+        localCustomerId: organisation.customerId,
+        stripeCustomerId,
+      });
+
+      throw new AppError(AppErrorCode.INVALID_REQUEST, {
+        message: `Organisation customerId mismatch: local=${organisation.customerId ?? 'null'}, Stripe=${stripeCustomerId}`,
+      });
+    }
+
+    await onSubscriptionUpdated({
+      subscription: stripeSubscription,
+      previousAttributes: null,
+      bypassClaimUpdate: !syncClaims,
+    });
+  });
diff --git a/packages/trpc/server/admin-router/sync-organisation-subscription.types.ts b/packages/trpc/server/admin-router/sync-organisation-subscription.types.ts
new file mode 100644
index 000000000..94f24d269
--- /dev/null
+++ b/packages/trpc/server/admin-router/sync-organisation-subscription.types.ts
@@ -0,0 +1,11 @@
+import { z } from 'zod';
+
+export const ZSyncOrganisationSubscriptionRequestSchema = z.object({
+  organisationId: z.string(),
+  syncClaims: z.boolean(),
+});
+
+export const ZSyncOrganisationSubscriptionResponseSchema = z.void();
+
+export type TSyncOrganisationSubscriptionRequest = z.infer<typeof ZSyncOrganisationSubscriptionRequestSchema>;
+export type TSyncOrganisationSubscriptionResponse = z.infer<typeof ZSyncOrganisationSubscriptionResponseSchema>;