Main •
Mike E. Smith – A veteran and Hall of Fame jockey •
Chantal Sutherland – Her move from Canada to California to continue her relationship with Mike Smith serves as a dramatic subplot in the series. Sutherland's struggles as a female jockey trying to break into a man's world is a key plot point. •
Joe Talamo – A young and successful jockey. The series chronicles how he handles success at a young age. •
Aaron Gryder – A veteran hard-working family man who has never won the big race but continues to press on. •
Jon Court – A 30-year veteran still chasing his dreams. •
Kayla Stra – A young Australian trying to break into the US racing world. •
Alex Solis – Solis is trying to recover from a broken back injury. •
Corey Nakatani – Breaks his collarbone in a fall early in the Oak Tree Meet in Season 1. His comeback his chronicled in Season 2. •
Garrett Gomez – Featured in the various episodes in Season 1 and was introduced as the nation's hottest jockey. He becomes a featured jockey in Season 2.
Other • Iggy Puglisi – While not billed as a featured jockey in the series, Puglisi is a major focus in Season 2's second episode as he attempts to come back from a broken back injury. • Brandon Meier – Brandon is the son of successful jockey Randall Meier. •
Gary Stevens – Featured in various episodes, he rides in the Jockey Living Legends race •
Sandy Hawley – Hawley wins the Jockey Living Legends race aboard Tribal Chief. •
Julie Krone – Featured in the Jockey Living Legends episode, Krone's status as the world's best female jockey is juxtaposed against Chantal's storyline. •
Angel Cordero Jr – Featured in the Jockey Living Legends episode. •
Pat Day, featured in the Jockey Living Legends episode. •
Rafael Bejarano – Featured in various episodes. •
Eibar Coa, cameos in the first two episodes. •
Edgar Prado – Cameos in the first two episodes. ==Episodes==