diff --git a/pkg/bootstrap/bootstrap_plain_git.go b/pkg/bootstrap/bootstrap_plain_git.go
index c8a1de04c4..473050fdb1 100644
--- a/pkg/bootstrap/bootstrap_plain_git.go
+++ b/pkg/bootstrap/bootstrap_plain_git.go
@@ -418,6 +418,7 @@ func (b *PlainGitBootstrapper) ReportKustomizationHealth(ctx context.Context, op
 				err = fmt.Errorf("kustomization '%s' not ready: '%s'", objKey, readyCondition.Message)
 			}
 		}
+		b.logger.Failuref(err.Error())
 		return fmt.Errorf("error while waiting for Kustomization to be ready: '%s'", err)
 	}
 	b.logger.Successf("Kustomization reconciled successfully")
@@ -446,9 +447,10 @@ func (b *PlainGitBootstrapper) ReportGitRepoHealth(ctx context.Context, options
 		if errors.Is(err, context.DeadlineExceeded) {
 			readyCondition := apimeta.FindStatusCondition(g.Status.Conditions, meta.ReadyCondition)
 			if readyCondition != nil && readyCondition.Status != metav1.ConditionTrue {
-				return fmt.Errorf("gitrepository '%s' not ready: '%s'", objKey, readyCondition.Message)
+				err = fmt.Errorf("gitrepository '%s' not ready: '%s'", objKey, readyCondition.Message)
 			}
 		}
+		b.logger.Failuref(err.Error())
 		return fmt.Errorf("error while waiting for gitrepository to be ready: '%s'", err)
 	}
 	b.logger.Successf("GitRepsoitory reconciled successfully")