Get a loan from the mob boss instead of mortgaging/selling their homes?
Richie lives in a beautiful house in Connecticut plus he has a beautiful apartment in NYC. Zak offered to mortgage his house but Richie wouldn't allow it.. What is wrong with that? Why couldn't both of them mortgage their homes plus sell the apartment? Or Richie can sell his house in Connecticut (of course, he'd have to work things out with Devon)
Instead they sign with the mob boss which is like dealing with the devil. Maury told Richie the last guy who didn't pay the mob guy was murdered. Doesn't make sense and seems a little contrived.