diff --git a/src/Core/Billing/Models/Sales/OrganizationSale.cs b/src/Core/Billing/Models/Sales/OrganizationSale.cs
index 78ad26871b..c8ccb0f9a1 100644
--- a/src/Core/Billing/Models/Sales/OrganizationSale.cs
+++ b/src/Core/Billing/Models/Sales/OrganizationSale.cs
@@ -34,6 +34,7 @@ public class OrganizationSale
         var subscriptionSetup = GetSubscriptionSetup(signup);
 
         subscriptionSetup.SkipTrial = signup.SkipTrial;
+        subscriptionSetup.InitiationPath = signup.InitiationPath;
 
         return new OrganizationSale
         {
diff --git a/src/Core/Billing/Models/Sales/SubscriptionSetup.cs b/src/Core/Billing/Models/Sales/SubscriptionSetup.cs
index 871a2920b1..5e891f75b6 100644
--- a/src/Core/Billing/Models/Sales/SubscriptionSetup.cs
+++ b/src/Core/Billing/Models/Sales/SubscriptionSetup.cs
@@ -10,6 +10,7 @@ public class SubscriptionSetup
     public required PasswordManager PasswordManagerOptions { get; set; }
     public SecretsManager? SecretsManagerOptions { get; set; }
     public bool SkipTrial = false;
+    public string? InitiationPath { get; set; }
 
     public class PasswordManager
     {
diff --git a/src/Core/Billing/Services/Implementations/OrganizationBillingService.cs b/src/Core/Billing/Services/Implementations/OrganizationBillingService.cs
index c67aa21971..725e274fa2 100644
--- a/src/Core/Billing/Services/Implementations/OrganizationBillingService.cs
+++ b/src/Core/Billing/Services/Implementations/OrganizationBillingService.cs
@@ -420,7 +420,11 @@ public class OrganizationBillingService(
             Items = subscriptionItemOptionsList,
             Metadata = new Dictionary<string, string>
             {
-                ["organizationId"] = organizationId.ToString()
+                ["organizationId"] = organizationId.ToString(),
+                ["trialInitiationPath"] = !string.IsNullOrEmpty(subscriptionSetup.InitiationPath) &&
+                    subscriptionSetup.InitiationPath.Contains("trial from marketing website")
+                    ? "marketing-initiated"
+                    : "product-initiated"
             },
             OffSession = true,
             TrialPeriodDays = subscriptionSetup.SkipTrial ? 0 : plan.TrialPeriodDays