all in The Sport

It's never a good thing when your boss calls you a knucklehead.

“You can teach him,” quipped legendary trainer Ben A. Jones of Whirlaway in the spring of 1941, “but you can't teach him much. ”

In a plain brown wrapper, the yearling colt did not leave the same impression that struck those closest to Secretariat when he was that age. With a fair pedigree and a front leg that toed out, he did not pass muster with one sales company and instead was relegated to the upstart alternative. But this would not deter fate. Neigh. Instead, the long-legged colt with an awkward stride was available for a price far below what he would eventually be worth.

The $1.5 million, Grade 1 Longines Kentucky Oaks is the marquee race each spring for elite 3-year-old fillies.

Winning the Kentucky Derby is the goal of any Thoroughbred jockey due to several factors. First, it’s the most famous and prestigious race in the world, and that’s enough for most riders. Second, it presents a challenge unlike any other race, requiring a jockey to navigate his horse 1 ¼ miles among a field with up to 19 opponents and in front of about 150,000 screaming fans. And, oh yeah, third: the victorious Kentucky Derby jockey will receive approximately 10% of the winner’s share of the purse, or $310,000 out of $3.1 million (from the total purse of $5 million this year).

The Kentucky Derby Presented by Woodford Reserve is rightfully known as the most exciting two minutes in sports; once the Churchill Downs starting gate springs open anything can (and often does) happen. For the 20 3-year-old Thoroughbreds expected to compete in 2026 it is one of the most important moments of their lives, and racing luck can make or break their Derby run from the start.

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