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.

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.