Here's one idea for you guys that is right up your alley, and DEFINTIELY doable.
One company I work part time gigs for is a private casino party company up in Boston. The guy bought a bunch of tables (Blackjack, craps, poker, roulette) and people hire him to put on private parties. Example includes office year end parties, private christmas parties, birthday parties, etc. He said he bought all the tables off some guy who makes them homemade, so each table was like $200 and has folding legs so they transport easy in a Uhaul truck. Then he hires guys like me who are capable enough to deal poker or blackjack for about $75 a gig (4-5 hours). I had to buy a tuxedo shirt, vest, pants, and bow tie, but that was only like $80 from the rental store, I made that back in one night working. As far as I know, he prices parties at about $600 for 3 games, 1 dealer each, so he's making $375 profit on even the smallest party. The bigger the party the more tables, the more money you can make. Also, the people can hire a "bartender" through him too, which is just a guy like me who can pour drinks that they provide.
He's got plenty of workers just by posting for help on craigslist. Also, the guys who hire the party usually tips out at least $20 per dealer at the end of the night.
Oh I forgot to mention, the games aren't for real money so it's not illegal. Everyone at the party is given $2000 worth of chips at the beginning of the night, and we play with those. At the end of the night, whoever has the top 3 chip amounts wins prizes like $100 gift certificate, t-shirt, bottle of booze, whatever. That way people still feel like they're playing for something, but not worried about losing money.