Diane Crump, who broke barriers as the first female professional jockey in 1969 and the first woman to ride in the Kentucky Derby in 1970, has passed away at 77. Diagnosed with a severe brain tumor in October, she died Thursday night in hospice care in Winchester, Virginia, according to her daughter, Della Payne.
Crump started her career with a groundbreaking ride at Hialeah Park on February 7, 1969, ultimately winning 228 races before retiring in 1998 just before turning 50. Despite earning her jockey’s license alongside other pioneering women, Crump faced resistance from trainers and male jockeys who sometimes boycotted races to prevent women from competing.
Her debut race was met with hostility; six of the original twelve jockeys refused to ride, including future legends like Angel Cordero Jr., Jorge Velasquez, and Ron Turcotte. Yet, as the race commenced, the bugler honored Crump by playing “Smile for Me, My Diane.” She finished 10th riding the long-shot horse Bridle and Bit, breaking significant ground. A month later, Crump earned her first victory with the same horse at Gulfstream Park.
In 1970, Crump again made history as the first woman to race in the Kentucky Derby, winning the first event of the day but finishing 15th in the Derby. It took 14 years for another woman to ride in the Derby, highlighting her role as a true trailblazer. Churchill Downs President Mike Anderson praised her as an iconic pioneer who fulfilled childhood dreams and left an enduring legacy.
Chris Goodlett from the Kentucky Derby Museum celebrated Crump’s courage and determination, crediting her with opening doors for generations of women jockeys and inspiring many beyond horse racing. After retiring, Crump settled in Virginia, running a business aiding horse transactions and regularly visiting patients with her therapy dachshunds.
In her last days, Crump was well-known at her assisted living facility, supported by numerous visitors including medical staff and even a lawn mower. Her daughter described her as stubborn in a positive sense—unyielding and dependable. Crump’s later-life mantra, “Kindness” and “Compassion,” was tattooed on her forearms as a testament to her character.
Crump will be cremated and her ashes interred alongside her parents at Prospect Hill Cemetery in Front Royal, Virginia.
Fan Take: Diane Crump’s fearless spirit and groundbreaking achievements reshaped horse racing, paving the way for women in a male-dominated sport. Her legacy serves as a powerful reminder that courage and persistence can break barriers and inspire future generations of riders.

