Horse Racing: Let it Ride (1989)
The day-in-the-life of an addicted gambler didn't match the accolades or the box office success of Seabiscuit, Secretariat, or (if we’re being honest) Racing Stripes. But along with great racing scenes shot at the Miami Jockey Club, Let It Ride perfectly illustrates the absurdity and the tension of betting everything you have on what's effectively a semi-educated guess. Jay Trotter is a cab driver on a cold streak who prays for one good day. "I’m due." Then he wins, and he wins, and he wins again, each time risking every dollar, his marriage, and the majority of his sanity chasing the adrenaline of the next victory. We don’t know where Trotter ends up tomorrow. Probably penniless. But today, he’s having a very good day.