I don't even know how that's possible, casinos are barely legal money printing machines. People drive hours to the middle of buttfuck, nowhere in many states just to gamble, and his were in major cities for Christsake, lol.
It is very unsettling to see him in financial control of all of us again, after crashing the economy once already.
My understanding is he tried to expand his operation too quickly into a second casino very near the first one ended up with both casinos competing with each other
Which is because he tried to put his name on all of it and charge a premium. No actual added value. Just his name. Turns out that's not a winning strategy.