
Jennifer has earned her USDF Bronze Medal and Bronze and Silver Bar. She is now two scores from achieving her USDF Silver Medal.
Jennifer's path to dressage began in eventing. Her first horse, an Arabian mare, consistently jumped clear in the stadium and cross-country phases but lost ground to less competitive dressage scores. It was in chasing those scores that Jennifer discovered the sense of harmony and unity that dressage creates between horse and rider, and she was hooked. From then on, she devoted her focus entirely to the discipline.
In 2004, she began training with Sharon Myers at Chimney Hill Farm in Maryland, and soon became her working student. Under Sharon's guidance, Jennifer and her mare, Lin, excelled at Third and Fourth Level, earning Regional Championships in both levels with the Arabian Horse Association. Lin was ranked 5th in the nation that same year. An injury ultimately forced Lin's retirement to lower-level work before the pair could compete at AHA Nationals.
In 2016, Jennifer purchased Flynn, a three-year-old Oldenburg GOV gelding, and began his training from the ground up, bringing him through Third and Fourth Level with notable success. Flynn is now a schoolmaster, helping a young rider find her own foundation in the sport.
2021 Accomplishments with Flynn:
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USDF All Breeds Third Level – Reserve Champion
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USDF All Breeds Third Level Freestyle – 3rd
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USDF Horse of the Year Third Level – 8th
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USDF Horse of the Year Third Level Freestyle – 7th
Jennifer's newest partner is Dali's Monarch, a Hanoverian mare by Desperados. The pair are currently schooling Prix St. Georges, with an eye toward their debut at that level.

Testimonials

I recently purchased a horse that Jennifer had in training. The horse had been given a great start with a clear understanding of the correct basics. I’m looking forward to building upon this foundation which will make it easy and enjoyable to move this horse up the levels.

Jen guided a horse and rider with no dressage experience to champions of the whole series in six short months. Jen has proven that you don't have to have the biggest, most expensive horse at the show. No, you need to have a good coach--a coach who teaches you the basics, patience, and proper engagement with your horse without taking short cuts. Jen doesn't just produce champions though, she allows you and your horse to become a team."

I have worked with Jennifer Flory for many years and I can honestly say that I have never worked with a more passionate, encouraging, and knowledgeable instructor. Jennifer doesn't just tell you what to do while you are riding, she explains the mechanics behind every movement and why what she is asking will lead to upper level movements. In a horse world where everyone rushes the fundamentals and skips to faulty corrections, Jennifer first focuses on establishing a correct foundation.

I am fairly new to dressage; coming from many many many years in the hunter/jumper world; and Jen has greatly helped with implementing and improving the dressage basics of energy, rhythm, tempo, relaxation, and connectivity in my riding to become a better partner to my horse. Her theory of riding and training is to better understand the movement of the horse in order to reach that harmonious connection.

My horse was very out of shape and had been sitting for several months with no work, and unfortunately I needed to sell him. Jennifer took my horse into training for 60 days, and while being very conscientious of not over-taxing him, she got him back into shape, showed him, and therefore enabled me to sell him to a wonderful new owner. She made amazing progress with him, and my horse just blossomed under her training. She is skilled, sympathetic, and uses very correct dressage principles.