Ashton began coaching the team and teaching lessons for the team during the 2004-2005 season. He received a B.A. degree in Equine Science from Virginia Intermont College. He has taught at the Essex Equestrian Center in West Orange, New Jersey for the past 12 years, with an emphasis on Hunters, Hunter Seat Equitation, and Jumpers. He is a past Intercollegiate National Reserve Champion in the Alumni Division.