There's only one way to win a race, and a million ways to lose it." Chasing the Win follows the meteoric rise of a rookie trainer, a down-on-his-luck owner, and their imperfect racehorse after an unprecedented victory thrusts them into the global spotlight of horse racing. Success and fame are followed by the hard-hitting reality of what it means to survive in the Sport of Kings
| Actor | Role |
|---|---|
| CCarl O'CallaghanSelf | Self |
| PPatrick SheehySelf | Self |
| DDenis SheehySelf | Self |
| MMike SmithSelf | Self |
 Bob BaffertSelf | Self |
| DDavid GreavesSelf | Self |
| KKieren FallonSelf | Self |