diff --git a/hack/make-rules/test-cmd-util.sh b/hack/make-rules/test-cmd-util.sh
index fdd83b8bba5..d1ca26b3e4b 100644
--- a/hack/make-rules/test-cmd-util.sh
+++ b/hack/make-rules/test-cmd-util.sh
@@ -2043,7 +2043,7 @@ run_deployment_tests() {
   kubectl apply -f hack/testdata/deployment-revision2.yaml "${kube_flags[@]}"
   kube::test::get_object_assert deployment.extensions "{{range.items}}{{$deployment_image_field}}:{{end}}" "${IMAGE_DEPLOYMENT_R2}:"
   # Rollback to revision 1 with dry-run - should be no-op
-  kubectl rollout undo deployment nginx --to-revision=1 --dry-run=true "${kube_flags[@]}"
+  kubectl rollout undo deployment nginx --dry-run=true "${kube_flags[@]}" | grep "test-cmd"
   kube::test::get_object_assert deployment.extensions "{{range.items}}{{$deployment_image_field}}:{{end}}" "${IMAGE_DEPLOYMENT_R2}:"
   # Rollback to revision 1
   kubectl rollout undo deployment nginx --to-revision=1 "${kube_flags[@]}"
diff --git a/pkg/kubectl/rollback.go b/pkg/kubectl/rollback.go
index 6b6841ce0fa..d86695667a3 100644
--- a/pkg/kubectl/rollback.go
+++ b/pkg/kubectl/rollback.go
@@ -155,8 +155,8 @@ func simpleDryRun(deployment *extensions.Deployment, c clientset.Interface, toRe
 		revisionToSpec[v] = &rs.Spec.Template
 	}
 
-	if len(revisionToSpec) == 0 {
-		return "No rollout history found.", nil
+	if len(revisionToSpec) < 2 {
+		return "", fmt.Errorf("no rollout history found for deployment %q", deployment.Name)
 	}
 
 	if toRevision > 0 {
@@ -180,7 +180,7 @@ func simpleDryRun(deployment *extensions.Deployment, c clientset.Interface, toRe
 	}
 	sliceutil.SortInts64(revisions)
 
-	template, _ := revisionToSpec[revisions[len(revisions)-1]]
+	template, _ := revisionToSpec[revisions[len(revisions)-2]]
 	buf := bytes.NewBuffer([]byte{})
 	buf.WriteString("\n")
 	internalTemplate := &api.PodTemplateSpec{}