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Jocelyn Gentry

Jocelyn Gentry, Owner/Head Trainer

  Jocelyn Gentry is the Owner and Head Trainer of Gentry Sport Horses LLC, an equestrian training facility in Spring City, PA (Chester County). She is a third-generation horseman, a granddaughter of Clifford S. Gatewood “The Colonel” owner of the Flying X Rodeo. With deep family roots in breaking and training horses in western disciplines, she learned to start horses from a very early age. She began using her training background to produce young horses for the sport of Eventing, which eventually led to finding her passion for Dressage. Those that know Jocelyn often comment on her ability to bring along young sport horses quickly and effectively, using the traditional foundation she was taught during the last 30 years from her family, and applying it to her current equestrian sports.


Jocelyn graduated from Michigan State University in 2009 and later went on to get her MBA in Finance from the University of Tennessee where she met her husband, Matthew. She has been in the equine industry for the majority of her career, having worked in Private Wealth Management for Credit Suisse Private Bank for several years before returning to training horses Full-Time. She opened Gentry Sport Horses LLC in 2013 to provide lessons, training and coaching for outside clientele. It has now developed into the premiere Dressage and Eventing facility in Northern Chester County where Jocelyn, Matt and their two children Cowboy Jack and Jimmy Mack live on-site. 


Jocelyn is an active competitor and coach with students ranging from the early stages of their show careers all the way through the FEI levels in Dressage and Eventing. She is also a dedicated student herself and continues to expand her knowledge and talent by training with some of the best instructors, both Grand Prix Dressage riders and Five Star Event riders in the world. 


In 2023, Jocelyn was accepted into the USDF L Program and plans to pursue the USDF “R” Judging License next year. Currently, she is producing and competing her own two horses “Ballyengland Crafty” a 9 year old imported ISH FEI 2* event horse at Fourth Level and “Forever Gentry” a 5 year old Hanoverian (Furst Belissaro x Dancier) to debut his show career this season. Most recently she has developed some clients horses to compete in the sport of Western Dressage, and has plans to attend the WDAA World Championships in Oklahoma in the coming season. Gentry Sport Horses continues to qualify for both Regional Competitions at USEA and USDF shows each season, so look for us out there competing with the best! 

JOIN US

Gentry Sport Horses has some openings to join our school program. Lessons available on green beans to schoolmasters depending on your skill level! Contact Jocelyn to set up a lesson to give our program a try!


PARTNER

SPONSORSHIP: Are you looking to get your company more exposure by partnering with a professional eventing/dressage athlete? Jocelyn is interested in speaking with you! She is an active coach and competitor with a successful sale horse program and has a large social media following. Contact Jocelyn directly at gentrysporthorses@gmail.com if you're interested in learning why Jocelyn will help your company boost results!

History

Clifford S. Gatewood

Jocelyn "Gatewood" Gentry is a third generation horseman, going back to the early 1900's when her paternal grandfather, Clifford S. Gatewood, ran one of the most widely known wild west shows called the Flying X Rodeo in West Virginia. The family rodeo feautured her aunt Shirley as their star trick rider while her uncles and other cowboys rode the broncs and bulls. Most notoriously, Jocelyn's grandfather helped teach Roy Rogers how to ride horses, before he later went on to cowboy stardom in Hollywood, CA. Jocelyn's father also worked for the rodeo until the age of 14, when her grandfather passed away and the business was sold. 

The Flying X Rodeo circa 1934

Second from Left:  Earl Evans 

Middle: Thelma Warner, an old time cowgirl
​Far Right: "The Colonel" aka Cliff Gatewood
Second from right: Veronica, my Uncle George's mother

Third from right: Great Uncle Joe holding Uncle George  

A Family of Horsemen


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