A charismatic New York City jeweler always on the lookout for the next big score makes a series of high-stakes bets that could lead to the windfall of a lifetime. Howard must perform a precarious high-wire act, balancing business, family, and encroaching adversaries on all sides in his relentless pursuit of the ultimate win.

Based on an excerpt from Dawson's autobiographical book 'It Gets Worse.' The story follows Teresa, Dawson's mother, as she prays and plans for a winning lottery ticket that will change her family's life forever.