diff --git a/WebAPI/LearningHub.Nhs.Database/LearningHub.Nhs.Database.sqlproj b/WebAPI/LearningHub.Nhs.Database/LearningHub.Nhs.Database.sqlproj
index 10abd06ef..b9cd9238d 100644
--- a/WebAPI/LearningHub.Nhs.Database/LearningHub.Nhs.Database.sqlproj
+++ b/WebAPI/LearningHub.Nhs.Database/LearningHub.Nhs.Database.sqlproj
@@ -98,6 +98,8 @@
     <Folder Include="Tables\Report" />
     <Folder Include="Scripts\NLog Database Scripts" />
     <Folder Include="Functions\Resources" />
+    <Folder Include="Triggers" />
+    <Folder Include="Triggers\external" />
   </ItemGroup>
   <ItemGroup>
     <None Include="Scripts\learningHub_Data.sql" />
@@ -506,6 +508,7 @@
     <Build Include="Functions\Resources\UserCanEditResource.sql" />
     <Build Include="Stored Procedures\Hierarchy\UserGroupPreviewerEnsure.sql" />
     <None Include="Scripts\Post-Deploy\Scripts\AttributeData.sql" />
+    <None Include="Triggers\external\AddDigitalLearningSolutionsExternalSystem.sql" />
   </ItemGroup>
   <ItemGroup>
     <None Include="Scripts\Pre-Deploy\Scripts\Card5766_AuthorTableChanges.PreDeployment.sql" />
diff --git a/WebAPI/LearningHub.Nhs.Database/Scripts/External/AddDigitalLearningSolutionsSso.sql b/WebAPI/LearningHub.Nhs.Database/Scripts/External/AddDigitalLearningSolutionsSso.sql
new file mode 100644
index 000000000..27c0d2056
--- /dev/null
+++ b/WebAPI/LearningHub.Nhs.Database/Scripts/External/AddDigitalLearningSolutionsSso.sql
@@ -0,0 +1,23 @@
+/*
+Script for adding DigitalLearningSolutionsSso ExternalSystemUser to users which already have DigitalLearningSolutions ExternalSystemUser
+*/
+DECLARE @DigitalLearningSolutionsId INT;
+DECLARE @DigitalLearningSolutionsSsoId INT;
+
+SELECT @DigitalLearningSolutionsId = id
+  FROM [external].[ExternalSystem]
+  WHERE code = 'DigitalLearningSolutions';
+
+SELECT @DigitalLearningSolutionsSsoId = id
+  FROM [external].[ExternalSystem]
+  WHERE code = 'DigitalLearningSolutionsSso';
+
+INSERT INTO [external].[ExternalSystemUser] (UserId, ExternalSystemId, Deleted, CreateUserId, CreateDate, AmendUserId, AmendDate)
+SELECT UserId, @DigitalLearningSolutionsId, Deleted, 4, SYSDATETIMEOFFSET(), 4, SYSDATETIMEOFFSET()
+FROM [external].[ExternalSystemUser]
+WHERE ExternalSystemId = @DigitalLearningSolutionsSsoId
+  AND userId NOT IN (
+    SELECT userId
+    FROM [external].[ExternalSystemUser]
+    WHERE ExternalSystemId = @DigitalLearningSolutionsId
+  );
\ No newline at end of file
diff --git a/WebAPI/LearningHub.Nhs.Database/Triggers/external/AddDigitalLearningSolutionsExternalSystem.sql b/WebAPI/LearningHub.Nhs.Database/Triggers/external/AddDigitalLearningSolutionsExternalSystem.sql
new file mode 100644
index 000000000..7ce24a0b1
--- /dev/null
+++ b/WebAPI/LearningHub.Nhs.Database/Triggers/external/AddDigitalLearningSolutionsExternalSystem.sql
@@ -0,0 +1,35 @@
+
+-------------------------------------------------------------------------------
+-- Author       Colin Beeby
+-- Created      21-03-2024
+-- Purpose      Ensure that when a user is associated with external system DigitalLearningSolutionsSso, they are also associated with DigitalLearningSolutions
+--
+-- Modification History
+--
+-- 21-03-2024  ColB Initial Version
+-------------------------------------------------------------------------------
+
+CREATE TRIGGER [external].InsertTrigger_AddDigitalLearningSolutionsExternalSystem
+ON [external].[ExternalSystemUser]
+FOR INSERT
+AS
+BEGIN
+   DECLARE @DigitalLearningSolutionsId INT;
+   DECLARE @DigitalLearningSolutionsSsoId INT;
+
+   SELECT @DigitalLearningSolutionsId = id
+    FROM [external].[ExternalSystem]
+    WHERE code = 'DigitalLearningSolutions';
+
+   SELECT @DigitalLearningSolutionsSsoId = id
+    FROM [external].[ExternalSystem]
+    WHERE code = 'DigitalLearningSolutionsSso';
+
+
+   IF EXISTS (SELECT 1 FROM inserted WHERE ExternalSystemId = @DigitalLearningSolutionsSsoId)
+    BEGIN
+        INSERT INTO ExternalSystemUser (UserId, ExternalSystemId, Deleted, CreateUserId, CreateDate, AmendUserId, AmendDate)
+        SELECT UserId, @DigitalLearningSolutionsId, Deleted, CreateUserId, CreateDate, AmendUserId, AmendDate
+        FROM inserted;
+    END
+END;
\ No newline at end of file