diff --git a/plugins/communicators/winrm/file_manager.rb b/plugins/communicators/winrm/file_manager.rb
index 44065c1a2..71586b811 100644
--- a/plugins/communicators/winrm/file_manager.rb
+++ b/plugins/communicators/winrm/file_manager.rb
@@ -131,6 +131,7 @@ module VagrantPlugins
               exit 0
             }
           }
+          Write-Host "should upload file $dest_file_path"
           exit 1
         EOH
         @shell.powershell(cmd)[:exitcode] == 1