diff --git a/server/src/main/java/org/opensearch/index/engine/InternalEngine.java b/server/src/main/java/org/opensearch/index/engine/InternalEngine.java
index 88b58403a8ac6..846f122635dc9 100644
--- a/server/src/main/java/org/opensearch/index/engine/InternalEngine.java
+++ b/server/src/main/java/org/opensearch/index/engine/InternalEngine.java
@@ -113,6 +113,7 @@
 import org.opensearch.index.translog.TranslogStats;
 import org.opensearch.index.translog.listener.CompositeTranslogEventListener;
 import org.opensearch.index.translog.listener.TranslogEventListener;
+import org.opensearch.index.translog.transfer.TranslogUploadFailedException;
 import org.opensearch.search.suggest.completion.CompletionStats;
 import org.opensearch.threadpool.ThreadPool;
 
@@ -2032,11 +2033,14 @@ private void refreshLastCommittedSegmentInfos() {
     }
 
     @Override
-    public void rollTranslogGeneration() throws EngineException {
+    public void rollTranslogGeneration() throws EngineException, TranslogUploadFailedException {
         try (ReleasableLock ignored = readLock.acquire()) {
             ensureOpen();
             translogManager().getTranslog().rollGeneration();
             translogManager().getTranslog().trimUnreferencedReaders();
+        } catch (TranslogUploadFailedException e) {
+            // Do not trigger the translogEventListener as it fails the Engine while this is only an issue with remote upload
+            throw e;
         } catch (AlreadyClosedException e) {
             failOnTragicEvent(e);
             throw e;