Homeister started her career working with horses as an exercise rider and breaking yearlings before beginning her riding apprenticeship in 1992.
She was originally the runner-up, but winner Jesus Armando Bracho from Venezuela was suspended, then surrendered his award for falsifying his racing papers.
Since then, Homeister has won more than 2000 races at tracks in Texas, New Mexico, Oklahoma and along the East Coast of the United States from Florida to New York.
In 2003, she became only the fifth woman to ride in the Kentucky Derby, finishing 13th aboard Supah Blitz in a race won by Funny Cide.
After retiring from horse racing Rosemary took her passion in the Health and Wellness industry by becoming a Certified Personal Trainer and Fitness Nutrition Specialist.