Debbie Winick is the daughter of former jockey and trainer Albert Hillman, Debbie started ponying horses for her father at the age of 9. She worked on the backside of racetracks until 1979 before holding a variety of positions in Northern California at Bay Meadows, the California Thoroughbred Breeders Association and Thoroughbred Times. In 2009, Debbie embarked on her career as a trainer, applying methods she had honed for years in her observance of the industry. In her short career, she has racked up 40 wins and nearly $700,000 in earnings. Debbie also holds a position as a trainer at Harris Farms in Coalinga.