Cree Thunderboy wants nothing less than to be the next great blues man. But, playing to tiny audiences in shabby rooms like Shelly's Crab Shack, his career is stalled. Then at the race track he meets Win Hardy, a seemingly charming rogue who spots Cree's knack for picking winning horses. He offers to record his first CD and send him on tour, as long as Cree can keep coming up with the hot tips at the track. Things are looking good for Cree until he discovers Win's connections to the mob and his violent response to anything that doesn't go his way. And when things inevitably go bad, Cree discovers that in life and in gambling there is never really the next sure thing.