You got an AMAZING 1H line.
Michael, Justin, and Jimmy were all sharing a local bookie. Jimmy was the one with the connection to said local bookie. Allegedly, Jimmy was taking Justin's picks and ran a tab up to the tune of $30,000 to $50,000.
Bookie stops returning everyone's phone calls. Michael doesn't know this. Michael owes the book but knows the book has a huge positive balance, so he can settle with the boys afterwards since they are getting money. Michael being a professional poker player, runs his own poker group. Justin plays at this group and Michael being the house gave Justin a $6,600 credit to play while they wait for the bookie to payout (Michael's mistake).
However, this is where the two stories stop adding up. Michael says that Justin wasn't up $6,600. Justin says he was. Your mileage may vary. Either way. We don't do business with Jtown anymore.