diff --git a/src/internal/packager/images/push.go b/src/internal/packager/images/push.go
index 7c69e63dbf..d47971f477 100644
--- a/src/internal/packager/images/push.go
+++ b/src/internal/packager/images/push.go
@@ -51,6 +51,7 @@ func (i *ImageConfig) PushToZarfRegistry() error {
 	httpTransport := http.DefaultTransport.(*http.Transport).Clone()
 	httpTransport.TLSClientConfig.InsecureSkipVerify = i.Insecure
 	progressBar := message.NewProgressBar(totalSize, fmt.Sprintf("Pushing %d images to the zarf registry", len(i.ImageList)))
+	defer progressBar.Stop()
 	craneTransport := utils.NewTransport(httpTransport, progressBar)
 
 	pushOptions := config.GetCraneOptions(i.Insecure, i.Architectures...)
diff --git a/src/pkg/packager/create.go b/src/pkg/packager/create.go
index 8d91214e54..0549f92044 100755
--- a/src/pkg/packager/create.go
+++ b/src/pkg/packager/create.go
@@ -173,7 +173,7 @@ func (p *Packager) Create() (err error) {
 			return err
 		}
 
-		if err := helpers.Retry(doPull, 3, 5*time.Second); err != nil {
+		if err := helpers.Retry(doPull, 3, 5*time.Second, message.Warnf); err != nil {
 			return fmt.Errorf("unable to pull images after 3 attempts: %w", err)
 		}
 
diff --git a/src/pkg/packager/deploy.go b/src/pkg/packager/deploy.go
index 2a06590ac1..7f8f8d30cb 100644
--- a/src/pkg/packager/deploy.go
+++ b/src/pkg/packager/deploy.go
@@ -460,7 +460,7 @@ func (p *Packager) pushImagesToRegistry(componentImages []string, noImgChecksum
 
 	return helpers.Retry(func() error {
 		return imgConfig.PushToZarfRegistry()
-	}, 3, 5*time.Second)
+	}, 3, 5*time.Second, message.Warnf)
 }
 
 // Push all of the components git repos to the configured git server.
@@ -497,7 +497,7 @@ func (p *Packager) pushReposToRepository(reposPath string, repos []string) error
 		}
 
 		// Try repo push up to 3 times
-		if err := helpers.Retry(tryPush, 3, 5*time.Second); err != nil {
+		if err := helpers.Retry(tryPush, 3, 5*time.Second, message.Warnf); err != nil {
 			return fmt.Errorf("unable to push repo %s to the Git Server: %w", repoURL, err)
 		}
 	}
diff --git a/src/pkg/utils/helpers/misc.go b/src/pkg/utils/helpers/misc.go
index 6031e21262..9673077fbe 100644
--- a/src/pkg/utils/helpers/misc.go
+++ b/src/pkg/utils/helpers/misc.go
@@ -12,13 +12,15 @@ import (
 )
 
 // Retry will retry a function until it succeeds or the timeout is reached, timeout == retries * delay.
-func Retry(fn func() error, retries int, delay time.Duration) (err error) {
+func Retry(fn func() error, retries int, delay time.Duration, logger func(format string, args ...any)) (err error) {
 	for r := 0; r < retries; r++ {
 		err = fn()
 		if err == nil {
 			break
 		}
 
+		logger("Encountered an error, retrying (%d/%d): %s", r+1, retries, err.Error())
+
 		time.Sleep(delay)
 	}