Hillary currently attends College of Charleston. She is majoring in business administration with an emphasis in finance. Her continued interest in business administration has been helpful in developing her business, Herald's Hunters, LLC., in a such a short time.

Hillary began riding as a young child, training in the hunter jumper discipline. She trained with local trainers for several years, and showed on the local and regional circuits. She went on to spend several years training and showing with some of the east coast's top "A" circuit trainers. She spent several winters on the Florida circuit, and has attended both Pony and Junior Finals. Hillary attended St. Andrews Presbyterian College on an equestrian scholarship where she showed on the IHSA circuit and completed her first year of college. She then returned to College of Charleston to complete her bachelor's degree and grow her business.