diff --git a/packages/features/ee/organizations/lib/OrganizationPaymentService.ts b/packages/features/ee/organizations/lib/OrganizationPaymentService.ts
index 3eb50d414c..5a10aadcd3 100644
--- a/packages/features/ee/organizations/lib/OrganizationPaymentService.ts
+++ b/packages/features/ee/organizations/lib/OrganizationPaymentService.ts
@@ -274,11 +274,12 @@ export class OrganizationPaymentService {
       })
     );
 
-    const subscriptionData = ORG_TRIAL_DAYS
-      ? {
-          trial_period_days: ORG_TRIAL_DAYS,
-        }
-      : undefined;
+    const subscriptionData = {
+      ...(ORG_TRIAL_DAYS && { trial_period_days: ORG_TRIAL_DAYS }),
+      metadata: {
+        source: "onboarding",
+      },
+    };
 
     return this.billingService.createSubscriptionCheckout({
       customerId: stripeCustomerId,
@@ -292,7 +293,7 @@ export class OrganizationPaymentService {
         pricePerSeat: config.pricePerSeat,
         billingPeriod: config.billingPeriod,
       },
-      ...(subscriptionData && { subscriptionData }),
+      subscriptionData,
     });
   }
 
diff --git a/packages/features/ee/teams/lib/payments.ts b/packages/features/ee/teams/lib/payments.ts
index 27930535ea..d8f78ad9ac 100644
--- a/packages/features/ee/teams/lib/payments.ts
+++ b/packages/features/ee/teams/lib/payments.ts
@@ -97,6 +97,9 @@ export const generateTeamCheckoutSession = async ({
     },
     subscription_data: {
       trial_period_days: 14, // Add a 14-day trial
+      metadata: {
+        ...(isOnboarding && { source: "onboarding" }),
+      },
     },
     metadata: {
       type: CHECKOUT_SESSION_TYPES.TEAM_CREATION,