Season 1 ends with the players attempting to win the National Handicapping Championship in Las Vegas. But first Matt Bernier and John Conte try to qualify for the event at the Last Chance Tournament in Florida.
Team Rotondo seek help from a voodoo priestess in New Orleans to give them an edge. Later, the teams travel to Florida for the Eclipse Awards that honor the year in racing and make one final push to win a seat at the championship in Las Vegas.
Christian tries to win the Breeders' Cup Betting Challenge, after finishing second two years in a row to the same guy. Meanwhile, Peter Rotondo Jr. focuses on his day job while the rest of his team try to make it to the championship.
Christian takes a break from the action in Miami after securing a spot in the championship, but he doesn't stay away long and returns to offer some unwanted advice. Meanwhile, pressure mounts for the other players to qualify for the finals.
New alliances form as the competition heats up at the Saratoga Race Course, where bad weather and a questionable injury threaten to turn a $100,000 payday into a total bust. Meanwhile, Michael navigates the high-stakes world of thoroughbred auctions.
The first competition takes place at New York's legendary Belmont Park, where a rookie's early luck threatens the veteran horse players, who know that a win guarantees an invitation to the championship.