I am not sure if these clowns show up often, I would have Matt show up on the same night and play him at your table, maybe even have Cindy giving him pointers, totally sucking them in.
Have Matt throw a few games then suck them inot a big bet and take their money.
I am sure you have seen this movie, I cannot help but think of it right now.
http://www.imdb.com/title/tt0090863/
I am in a similar dilemma but it requires me to street race. A ex-employee has a boner for me and my RX7 with his twin turbo corvette. My friend/mechanic wants to set up a race and take his money knowing emotions will cloud his judgement. I discussed it with my wife and passed, things could turn ugly really fast both from a racing perspective and when it came time to collect the money.
I would think this through because once the hustler realized he was hustled it could get ugly. Are you ready for ugly?