diff --git a/internal/controller/genstatus.go b/internal/controller/genstatus.go
index c6caa95b..d1da7a61 100644
--- a/internal/controller/genstatus.go
+++ b/internal/controller/genstatus.go
@@ -12,9 +12,24 @@ import (
 	"github.com/temporalio/temporal-worker-controller/internal/k8s"
 	"github.com/temporalio/temporal-worker-controller/internal/temporal"
 	temporalclient "go.temporal.io/sdk/client"
+	corev1 "k8s.io/api/core/v1"
 	ctrl "sigs.k8s.io/controller-runtime"
 )
 
+// isGateWorkflowTerminalFailure reports whether a test/gate workflow status
+// represents an ended-but-not-successful terminal state worth alerting on.
+func isGateWorkflowTerminalFailure(status temporaliov1alpha1.WorkflowExecutionStatus) bool {
+	switch status {
+	case temporaliov1alpha1.WorkflowExecutionStatusFailed,
+		temporaliov1alpha1.WorkflowExecutionStatusCanceled,
+		temporaliov1alpha1.WorkflowExecutionStatusTerminated,
+		temporaliov1alpha1.WorkflowExecutionStatusTimedOut:
+		return true
+	default:
+		return false
+	}
+}
+
 func (r *WorkerDeploymentReconciler) generateStatus(
 	ctx context.Context,
 	l logr.Logger,
@@ -42,6 +57,25 @@ func (r *WorkerDeploymentReconciler) generateStatus(
 			// Continue without test workflow status
 		}
 
+		// Emit a Warning event the first time a gate/test workflow is observed to have
+		// ended in a non-successful terminal state. Compare against the previous
+		// reconcile's recorded status (still on workerDeploy.Status at this point, since
+		// it hasn't been overwritten yet) so this doesn't re-fire on every loop.
+		prevStatusByWorkflowID := make(map[string]temporaliov1alpha1.WorkflowExecutionStatus, len(workerDeploy.Status.TargetVersion.TestWorkflows))
+		for _, wf := range workerDeploy.Status.TargetVersion.TestWorkflows {
+			prevStatusByWorkflowID[wf.WorkflowID] = wf.Status
+		}
+		for _, wf := range testWorkflows {
+			if !isGateWorkflowTerminalFailure(wf.Status) {
+				continue
+			}
+			if prevStatusByWorkflowID[wf.WorkflowID] == wf.Status {
+				continue
+			}
+			r.Recorder.Eventf(workerDeploy, corev1.EventTypeWarning, ReasonGateWorkflowFailed,
+				"Gate/test workflow %s for version %s ended with status %s", wf.WorkflowID, targetBuildID, wf.Status)
+		}
+
 		// Add test workflow status to version info if it doesn't exist
 		if versionInfo, exists := temporalState.Versions[targetBuildID]; exists {
 			versionInfo.TestWorkflows = append(versionInfo.TestWorkflows, testWorkflows...)
diff --git a/internal/controller/util.go b/internal/controller/util.go
index e91fcbb5..0f6525ce 100644
--- a/internal/controller/util.go
+++ b/internal/controller/util.go
@@ -28,6 +28,7 @@ const (
 	ReasonVersionPromotionFailed     = "VersionPromotionFailed"
 	ReasonMetadataUpdateFailed       = "MetadataUpdateFailed"
 	ReasonManagerIdentityClaimFailed = "ManagerIdentityClaimFailed"
+	ReasonGateWorkflowFailed         = "GateWorkflowFailed"
 )
 
 const (