diff --git a/hapi-fhir-docs/src/main/resources/ca/uhn/hapi/fhir/changelog/7_0_0/5230-batch2-job-cannot-transition-to-failed-status-on-mssql.yaml b/hapi-fhir-docs/src/main/resources/ca/uhn/hapi/fhir/changelog/7_0_0/5230-batch2-job-cannot-transition-to-failed-status-on-mssql.yaml
new file mode 100644
index 00000000000..2994ffbe2d9
--- /dev/null
+++ b/hapi-fhir-docs/src/main/resources/ca/uhn/hapi/fhir/changelog/7_0_0/5230-batch2-job-cannot-transition-to-failed-status-on-mssql.yaml
@@ -0,0 +1,6 @@
+---
+type: fix
+issue: 5230
+title: "batch2 jobs on MS SQL Server were failing to transition to FAILED state after max retrials
+   for the job are exhausted. This is now fixed."
+   
diff --git a/hapi-fhir-jpaserver-base/src/main/java/ca/uhn/fhir/jpa/batch2/JpaJobPersistenceImpl.java b/hapi-fhir-jpaserver-base/src/main/java/ca/uhn/fhir/jpa/batch2/JpaJobPersistenceImpl.java
index 73547c79245..01fe091dbbe 100644
--- a/hapi-fhir-jpaserver-base/src/main/java/ca/uhn/fhir/jpa/batch2/JpaJobPersistenceImpl.java
+++ b/hapi-fhir-jpaserver-base/src/main/java/ca/uhn/fhir/jpa/batch2/JpaJobPersistenceImpl.java
@@ -300,7 +300,7 @@ public class JpaJobPersistenceImpl implements IJobPersistence {
 		Validate.isTrue(changeCount > 0, "changed chunk matching %s", chunkId);
 
 		Query query = myEntityManager.createQuery("update Batch2WorkChunkEntity " + "set myStatus = :failed "
-				+ ",myErrorMessage = CONCAT('Too many errors: ',  myErrorCount, '. Last error msg was ', myErrorMessage) "
+				+ ",myErrorMessage = CONCAT('Too many errors: ', CAST(myErrorCount as string), '. Last error msg was ', myErrorMessage) "
 				+ "where myId = :chunkId and myErrorCount > :maxCount");
 		query.setParameter("chunkId", chunkId);
 		query.setParameter("failed", WorkChunkStatusEnum.FAILED);