Out of prison after three years, 'Ace' Bernstein and his aide/chauffeur Gus Demitriou plot a purchase to reverse the sagging fortunes of a famous racetrack. Four dissolute gamblers at the track pool their meager resources to make a Pick Six bet that could be worth millions. Grizzled trainer Walter Smith sees classic potential in an untested thoroughbred.

Ace meets with his parole officer and starts to line up potential investors as a public face for his next big venture. Meanwhile, Renzo stumbles into a risky proposition by making claim on a horse trained by Escalante; Jerry takes a beating at a high-stakes poker table; and Walter finds a seasoned jockey for his prized thoroughbred, much to Rosie's dismay.

Jerry pursues a deal to buy the horse that Renzo lost to Mulligan while also talking to Escalante about training it. Meanwhile, Walter mulls a change in jockeys after Gettin' Up Morning's first race ends badly; and Ace gives a young whiz kid the opportunity of a lifetime.

Ace meets with Claire about a charitable endeavor for prisoners, and discusses his new venture with an old partner. Meanwhile, Jerry’s gambling nemesis lures him into a dangerous game that may require an intervention by his racetrack buddies; and Walter turns to Rosie to be his new jockey.

Ace takes the reins when Escalante surprises Gus with his decision to race Pint of Plain with an inexperienced jockey in the horse's debut. Meanwhile, Marcus delves into the meaning of his friendship with Jerry; and Claire accompanies Ace to the track after accepting his very generous donation.