diff --git a/src/Core/AdminConsole/Services/Implementations/OrganizationService.cs b/src/Core/AdminConsole/Services/Implementations/OrganizationService.cs
index af951ce5d9..dcefd6256c 100644
--- a/src/Core/AdminConsole/Services/Implementations/OrganizationService.cs
+++ b/src/Core/AdminConsole/Services/Implementations/OrganizationService.cs
@@ -538,14 +538,6 @@ public class OrganizationService : IOrganizationService
                 // TODO: add reference events for SmSeats and Service Accounts - see AC-1481
             });
 
-        var isAc2101UpdateTrialInitiationEmail =
-            _featureService.IsEnabled(FeatureFlagKeys.AC2101UpdateTrialInitiationEmail);
-
-        if (signup.IsFromSecretsManagerTrial && isAc2101UpdateTrialInitiationEmail)
-        {
-            await _mailService.SendTrialInitiationEmailAsync(signup.BillingEmail);
-        }
-
         return returnValue;
     }
 
diff --git a/src/Core/Services/Implementations/UserService.cs b/src/Core/Services/Implementations/UserService.cs
index f1583d98a7..91f5091e7e 100644
--- a/src/Core/Services/Implementations/UserService.cs
+++ b/src/Core/Services/Implementations/UserService.cs
@@ -346,6 +346,7 @@ public class UserService : UserManager<User>, IUserService, IDisposable
                 if (referenceData.TryGetValue("initiationPath", out var value))
                 {
                     var initiationPath = value.ToString();
+                    await SendAppropriateWelcomeEmailAsync(user, initiationPath);
                     if (!string.IsNullOrEmpty(initiationPath))
                     {
                         await _referenceEventService.RaiseEventAsync(
@@ -1453,4 +1454,18 @@ public class UserService : UserManager<User>, IUserService, IDisposable
 
         return isVerified;
     }
+
+    private async Task SendAppropriateWelcomeEmailAsync(User user, string initiationPath)
+    {
+        var isFromMarketingWebsite = initiationPath.Contains("Secrets Manager trial");
+
+        if (isFromMarketingWebsite)
+        {
+            await _mailService.SendTrialInitiationEmailAsync(user.Email);
+        }
+        else
+        {
+            await _mailService.SendWelcomeEmailAsync(user);
+        }
+    }
 }
diff --git a/test/Core.Test/AdminConsole/Services/OrganizationServiceTests.cs b/test/Core.Test/AdminConsole/Services/OrganizationServiceTests.cs
index e90da135f2..79ba296f28 100644
--- a/test/Core.Test/AdminConsole/Services/OrganizationServiceTests.cs
+++ b/test/Core.Test/AdminConsole/Services/OrganizationServiceTests.cs
@@ -2362,55 +2362,6 @@ OrganizationUserInvite invite, SutProvider<OrganizationService> sutProvider)
         Assert.Contains("custom users can only grant the same custom permissions that they have.", exception.Message.ToLowerInvariant());
     }
 
-    [Theory]
-    [BitAutoData(PlanType.EnterpriseAnnually)]
-    [BitAutoData(PlanType.EnterpriseMonthly)]
-    [BitAutoData(PlanType.TeamsAnnually)]
-    [BitAutoData(PlanType.TeamsMonthly)]
-    public async Task SignUp_EmailSent_When_FromSecretsManagerTrial(PlanType planType, OrganizationSignup signup, SutProvider<OrganizationService> sutProvider)
-    {
-        signup.Plan = planType;
-
-        var plan = StaticStore.GetPlan(signup.Plan);
-
-        signup.UseSecretsManager = true;
-        signup.AdditionalSeats = 15;
-        signup.AdditionalSmSeats = 10;
-        signup.AdditionalServiceAccounts = 20;
-        signup.PaymentMethodType = PaymentMethodType.Card;
-        signup.PremiumAccessAddon = false;
-        signup.IsFromSecretsManagerTrial = true;
-        sutProvider.GetDependency<IFeatureService>().IsEnabled(FeatureFlagKeys.AC2101UpdateTrialInitiationEmail).Returns(true);
-
-        await sutProvider.Sut.SignUpAsync(signup);
-
-        await sutProvider.GetDependency<IMailService>().Received(1).SendTrialInitiationEmailAsync(signup.BillingEmail);
-    }
-
-    [Theory]
-    [BitAutoData(PlanType.EnterpriseAnnually)]
-    [BitAutoData(PlanType.EnterpriseMonthly)]
-    [BitAutoData(PlanType.TeamsAnnually)]
-    [BitAutoData(PlanType.TeamsMonthly)]
-    public async Task SignUp_NoEmailSent_When_NotFromSecretsManagerTrial(PlanType planType, OrganizationSignup signup, SutProvider<OrganizationService> sutProvider)
-    {
-        signup.Plan = planType;
-
-        var plan = StaticStore.GetPlan(signup.Plan);
-
-        signup.UseSecretsManager = true;
-        signup.AdditionalSeats = 15;
-        signup.AdditionalSmSeats = 10;
-        signup.AdditionalServiceAccounts = 20;
-        signup.PaymentMethodType = PaymentMethodType.Card;
-        signup.PremiumAccessAddon = false;
-        signup.IsFromSecretsManagerTrial = false;
-
-        await sutProvider.Sut.SignUpAsync(signup);
-
-        await sutProvider.GetDependency<IMailService>().Received(0).SendTrialInitiationEmailAsync(signup.BillingEmail);
-    }
-
     // Must set real guids in order for dictionary of guids to not throw aggregate exceptions
     private void SetupOrgUserRepositoryCreateManyAsyncMock(IOrganizationUserRepository organizationUserRepository)
     {