Hi MacP1, Before you try the below steps, please take a Snapshot of Windows Virtual Machine as suggested at http://kb.parallels.com/5691 To resolve the internal error Failed to expand shell folder constant UserAppData : Open Registry Editor in elevated mode after starting the Virtual Machine. Navigate to registry path, HKEY_CURRENT_USER\Software\Microsoft\Windows\CurrentVersion\Explorer\User Shell Folders Select the AppData (on right side pane) and verify that value is %USERPROFILE%\AppData\Roaming Incorrect value of AppData is set as %APPDATA% Change the value to %USERPROFILE%\AppData\Roaming and click Ok. Now check the issue resolve. If still internal error occur means, navigate toHKEY_CURRENT_USER\Software\Microsoft\Windows\CurrentVersion\Explorer\User Shell Folders Delete the Recent key (on right side pane). Please let us know, if you have any additional questions. We're always here to help you.