Triple Crown

Racing a thoroughbred isn’t just about riding a horse as fast as you can. There is a complex racing strategy that forces jockeys to balance aggression and patience, conserving energy for that final stretch. This Kentucky Derby Winners article explores the split-second decisions jockeys make during high-pressure races, moves they make to outsmart their opponents, and the importance of connecting with their horse.

The Kentucky Derby is one of the most prestigious horse races in the world, but it’s also known for its iconic hats. This Garden and Gun article explores the historical significance of the hats ast the Kentucky Derby, which began in 1875. See photos of the famous Derby hats through the years, and learn why they remain a central part of Derby culture to this day.

Only 13 horses have swept the Triple Crown since 1919—Sir Barton as the first, and Justify the last in 2018. This Blood Horse rundown lists them all, spotlighting Secretariat’s 31-length 1973 Belmont and Baffert’s dual crowns with American Pharoh in 2015 and Justify in 2018. Unpack the stats and sires behind racing’s grueling five-week gauntlet.

Only 13 horses have ever won the Triple Crown—one of the most elusive titles in American sports. This explainer breaks down how the series works, why it’s so difficult to win, and the legendary horses that defied the odds across the Kentucky Derby, Preakness Stakes, and Belmont Stakes.

Since 1988, Lawrence Jones has climbed into Pimlico’s cherry picker to paint the Preakness winner’ silks on its iconic weathervane—a tradition born in 1909. This America’s Best Racing profiles Jones, a retired graphic artist, and how he has to meticulously paint the weathervane—even under challenging conditions. Learn the rich history of the event, and what happened to the weathervane after the 1966 fire.

This Sports Illustrated article from 1990 dives into the deeply personal connection between renowned sportswriter William Nack and legendary horse Secretariat. Using masterful storytelling, Nack discusses the horse's personality and temperament, highlighting his playful yet focused nature. The piece concludes with a poignant reflection on Secretariat’s death due to laminitis in 1989, and the discovery of his unusually large heart.

Thanks to a last-minute scratch by Ethereal Road, Rich Strike made the 2022 Kentucky Derby field. He only had one win out of six races prior, and was listed as an 80-1 long shot. This USA Today article lays out the favorable draw and strategic ride that led to the biggest upset since 1913. Watch the wire-to-wire replay of his historic comeback and listen to the call by Larry Collmus.

The Horseracing Integrity and Safety Act was passed in 2020 with the aim of improving the safety and integrity of thoroughbred racing in the US. It established uniform national standards for safety. This Trainer Magazine article dives into the standards, and discusses the opposition and challenges from industry groups who argue it conflicts with existing state laws.

For nearly 100 years we’ve referred to the Kentucky Derby, the Preakness, and the Belmont Stakes as the “Triple Crown.” But where did that term come from? It was popularized by a sports writer in the early 1930s. But this Old Smoke Clothing article, authored by the woman who wrote the book on Sir Barton, explores the British origins and how it gained popularity with Gallant Fox’s win in 1930.

The rivalry between Affirmed and Alydar began when they were just two-year-olds in 1977, with Alydar winning four of the first five meetings. But Affirmed found another gear in 1978 and he won the next five races–including the Triple Crown. This Horse Racing Legends video shows all 10 races in the rivalry, including the three Triple Crown races.