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Donerail's sign is to the left.

Who Are The 5 Biggest Kentucky Derby Longshot Winners of All-Time?

Mine That Bird was a gelding who continued to race until November , but he never recaptured his Kentucky Derby glory. He raced nine more times but never won again, then he retired. He has made several appearances as the resident horse at the Kentucky Derby Museum and his story was immortalized in the movie "50 to 1.

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Gallahadion won the Derby at odds of in His lack of popularity among Kentucky racegoers might have had something to do with him being a California horse, or it might have been the fact that he ran horrifically in his first two races. Charismatic is something of a Cinderella story. He was a "claimer" not long before the Derby, running in some of the weakest races against the poorest competition in the country.

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No wonder he went off at odds of He went on to win the Preakness and was third in the Belmont, where he broke his leg just after the finish. Jockey Chris Antley pulled him up and kept his leg off the ground until the vet arrived. He had surgery the next day and is currently standing at stud in Japan at Iburi Stallion Station. Outside of the legendary Donerail and his victory, no other Kentucky Derby winner has been listed above odds. Two horses, Mine That Bird and Giacomo were both odds and pulled off miraculous come from behind wins.

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Greatest Kentucky Derby Upsets by Blood-Horse, Inc. Staff | eBay

By Anthony Koon. Updated May 4, at pm. Closing Argument, a Afleet Alex would go on to win the Preakness after nearly falling at the top of the stretch, and then dominate the Belmont. Giacomo finished third in the Preakness, seventh in the Belmont, and won one more stakes race in before retiring. The storyline could have not been more perfect. A bunch of unknown connections from New Mexico.

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A home-track rider in the midst of a career-best run who was riding a superstar filly in the Kentucky Oaks but needed a Derby mount. Mine That Bird ran valiantly in the Preakness but could not defeat eventual Horse of the Year Rachel Alexandra with Borel aboard the filly, an easy decision , and he finished third in the Belmont and then lost seven races to close out his career.

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Still, his popularity as one of the most unpredictable and instantly beloved Kentucky Derby winners became immediately apparent when he brought the sport of kings back to the cover of Sports Illustrated after a five-year absence. Get to Know All 13 U. Triple Crown Winners. Stay up-to-date with the best from America's Best Racing! Calvin Borel's rail-skimming ride aboard Mine That Bird in led to one of the biggest upsets in Kentucky Derby history.

1. Donerail – 91/1

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