I had a roommate in a 8 person house (this was college) skip out 1 day into the second semester or a year lease. Her rent was 2000, our security deposit was 4000. She owed money for utilities too, and cable.
She said she couldn't do school anymore, her parents didn't have the money. Promised to pay, said she talked to the landlord, and she'd handle it. She didn't do any of those things, but we thought it was fine until just before we moved out. We ended up having her rent check out or our deposit, and each ponying into the utilities. Between damage to the house (it was a big 8 person house, myself and 2 roommates played rugby, piece it together) and her rent, we owed $100 bucks each to teh landlord, or we were $2700 in on what would've been a 4000 sec deposit, we would've gotten 1300 back between 7 people. Not a lot of money (like ur talking, but factor in the utilities, and the $100 we each had to pony up after, we got from each getting back $185 to being out like $350 each)
She came up once that semester after she left, she stayed in her old room with her bf (who was rugby alumni, and used to play rugby), told us everything was fine. then we found out.
Next year she came up with her bf again for alumni weekend, we told her boyfriend he could stay with us (by then I was living in a 2 br condo with my gf), but said she had to go home. She wasn't welcome at any house of anyone I knew (they stuck by me), or any of the parties or the tournament.
Id known her for 3 years as a good friend. If she had come to all of us and fessed up that she was screwing us, and that she was sorry, I have no doubt we would've been mad, and eventually gotten over it. We found out later that she lied to the landlord and told him she had told us, and we said we'd find someone else to live there. Its not about the money, its about how you treat people. Make your own choices with your friend, but I'd forget about the money for a minute and figure out how you think he handled himself, that's more important. In the end, I doubt you see any of the money even if you sue him anyways.