View USB drive on another PC remotely without the user aware

I agree with minbor, but instead of sharing the file you could just format the PEN drive by going to "Computer Management" and clicking on Disk Management, right click the PEN drive and format it.
But only use my suggestion if you are sure all the documents on his PEN drive are the company's.

Rather sensitive situation. There could be privacy issues in question if you connect to the employees drive without their knowledge, although if it is attached to your network I also figure you have every right as owner of that equipment to have access to the drive.

Personally I would take the "demand to see his USB" method. It is just like a retail store demanding to check the pockets of a thief's jacket before he leaves the store. As far as I can tell though the law should be on your side, especially if there is some kind of IP issue at hand. Remember also that anything said employee created while in your employee is automatically an IP of yours. So even if he is taking things that he has created while on the clock with your company that is against the law.

Sorry about the situation. Good luck getting it resolved.

the only other option is to install a monitor program :
http://www.softplatz.com/Soft/Security-Privacy/Covert-Surveillance/PC-Activity-Monitor-PC-Acme.html
http://www.softactivity.com/employee-monitoring.asp

with regards to the legal implications, I'd check with an attorney in your area.  Any of us answering that question are just speculating - I think it depends greatly on where you are.

Spying is never legal, but document theft neither is legal.
the problem is how to know if he does.

Hi,
I think in here we can only suggest how to do this technically. The legal side of this is a question from completely different area.
So while in the legal speculation mood... is there anything in the company's policy about monitoring employees suspected of breaching security or fomething like that?

Thanks