Trainer Jessica Fay

Jessica grew up with horses on her family’s small warmblood breeding farm in Maine and raised and started a number of homebreds. Jess first joined the Hilltop team in 2006 as a working student with Michael Bragdell. She left to pursue her Bachelors degree in Kinesiology from the University of Massachusetts. While finishing her Masters degree, Jess had the opportunity to further her training abilities by working as the assistant trainer/barn manager for Grand Prix trainer and competitor, Sharon McCusker. Jess finished her USDF Bronze, Silver, & Gold Medals aboard her own mare Veraki, and is now a USDF Certified Instructor. Jess’s passion for young horse education, and her knowledge of kinesiology provide a unique foundation for developing today’s sporthorses.  

Career Highlights


  • USDF Bronze Medalist
  • USDF Silver Medalist


  • USDF Horse of the Year Materiale Stallions/Geldings, 6th place ~ Cha Ching HTF
  • USDF All-Breeds (AHS) Materiale Stallions/Geldings, 1st place ~ Cha Ching HTF
  • Dressage at Devon Materiale Championship, 3rd place ~ Cha Ching HTF


  • USDF All-Breeds (AHHA) Training Level, 1st place ~ Elizabeth’s Elan


  • USDF Region 8 Finals Training Level, 5th place ~ Qindle HTF
  • USDF Region 8 Finals Training Level, 6th place ~ Quinzy HTF
  • USDF Region 8 Finals Second Level, 7th place ~ Donarasagan


  • USDF Gold Medal Recipient
  • USDF East Coast Finals Materiale Championship, 3rd place ~ Santana Hilltop
  • USDF Horse of the Year Materiale Three-Year Old Colts/Geldings, 4th place ~ Santana Hilltop
  • USDF All-Breeds (AHS) Third Level, 15th place ~ Quinzy HTF
  • USDF Horse of the Year Materiale FEI Six-Year Olds, 17th place ~ Quinzy HTF


  • USDF Region 8 Finals Fourth Level, 4th place ~ Quinzy HTF
  • USDF Region 8 Finals Grand Prix, 9th place ~ Witness Hilltop
  • USDF All-Breeds (ISR/Oldenburg) Third Level Freestyle, 2nd place ~ Cover Girl
  • USDF AHS Competition Mare Award ~ Quinzy HTF