George Woolf was a celebrated Canadian-American jockey renowned for his skill and talent in horse racing, particularly during the early to mid-20th century. On January 3, 1946, a tragic event unfolded when Woolf suffered a severe concussion during a racing accident. This incident occurred at Santa Anita Park in Arcadia, California, a premier venue in the horse racing circuit. Woolf was participating in a race when he was involved in a collision that resulted in his head injury. Despite immediate medical attention, he succumbed to complications from the concussion the very next day, leaving a profound void in the horse racing community.

In the aftermath of Woolf's death, there was a notable outpouring of grief across the racing community. He was not only celebrated for his riding prowess but also for his charisma and dedication to the sport. To both honor his legacy and address safety concerns among jockeys, the George Woolf Memorial Jockey Award was established. This prestigious award is presented annually to recognize excellence and sportsmanship among jockeys, embodying the values that Woolf represented throughout his career.

The establishment of the George Woolf Memorial Jockey Award serves as a lasting tribute to Woolf’s impact on horse racing and reminds the community of the importance of safety. It brings together both current and former jockeys who exemplify the spirit and skill that Woolf embodied, ensuring that his legacy continues to inspire new generations in the sport.