Let's start with the basics....
1) Have you trully assigned a RUP (Roaming User Profile) to your users (e.g. the user's account in Active Directory has an assigned value for the "User Profile" path on that user's Profile tab)? [This is as as opposed to a "Home Folder - Local path" on that same tab...or the "Profile Path" on the Terminal Services tab.]
Note If you have done this, then there is always a local copy of the user's profile on their laptop. That's how RUP profiles work.
2) Did you exclude the My Documents and Desktop folders via AD Group Policy Object as targeted on those user's accounts?
3) Did you also target the your users account's with Folder Redirection and redirect My Documents and Desktop via AD Group Policy Object?
4) Did you configure the Boss'es server side "Redirected" folders to be cached offline?


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