Jamal Crawford has had a long, decorated NBA career. He’s the only player in league history to be named Sixth Man of the Year three times. Beneath the surface however, there’s been some turmoil – and it goes beyond having 17 head coaches on six teams over 16 pro seasons.
Early in his career, Crawford accumulated a six-figure gambling debt over two nights shooting craps, according to an account by The Undefeated’s Mike Wise. The guard was then forced to give up his Mercedes Benz S Class in order to help square up, Crawford said.
“It was like air money. But it was money I was going to have to pay somehow eventually,” Crawford said.
“It was just this feeling of, man, you think you made it and then you go back to your old ways and do…

