well at
www.pokerroom.com you can have your own private table in play money... Perhaps somethign could be worked out there.
In reply to the message from unisin, i dont htink i would depress the loosers, in fact i think it would add competitiveness, making them want to play more and prove that theu are they better players.
Maybe at the end of each month the winning 'Team' could get acess to their own small freeroll for winning. That will add competitiveness. It may even attract more members if they know there is more to do.