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Road to the Derby Challenge Contests | Win Cash & Prizes in Kentucky Derby & Oaks Prep Races
Lindsay Affleck/Eclipse Sportswire/CSM

Road to the Derby Challenge Contests | Win Cash & Prizes in Kentucky Derby & Oaks Prep Races

How good are your handicapping skills? Put them to the test this weekend in one of several contest options that are FREE to enter! It’s the final major weekend of Kentucky Derby and Kentucky Oaks prep races and we have contests set for all of them!

We’ve partnered with our friends over at Chalkline Sports and Twinspires to offer some fun and exciting ways to earn FREE CASH & PRIZES! That’s right, get paid for being right. How easy is that?

Win prizes like $100 cash, our upcoming Kentucky Derby Betting Bible ($40 value), a 30-day Premium Picks subscription ($70 value), and a 90-day Premium Picks subscription ($190 value)!

Races in the contests include: Santa Anita Derby (G1), Wood Memorial Stakes (G2), Gazelle Stakes (G3), and the Santa Anita Oaks (G2). We even threw in the Final Four!

Good luck!


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Santa Anita Derby 2025 Betting Bible

Get the 2025 Santa Anita Derby Betting Bible, featuring the EXACT race-by-race wagering plans at Santa Anita on April 5, 2025! As an added BONUS, get our Wood Memorial bets, too!
Live bankroll bets are back! Plus get multi-race plays, AI Top 4 selections, Jon White’s picks, and much more!