Sher Gillespie Equestrian Inc.

Sher Gillespie Equestrian Inc. Horse Training and Professional Riding

I focus on riding and training both horses and riders for the equestrian sport of Show Jumping along with marketing, managing and selling top horses. With over 20 years experience of riding and training hunters and jumpers in the United States, I look forward to helping your reach your goals and I know I can add to your current program.

05/08/2026

Scott Brash is leading a call for awareness across the sport. His message is clear: the warm-up ring at a show is for preparation, not for pushing a horse’s limits. But why is this habit so persistent? Is it a myth or a...

03/26/2026
02/27/2026

Are equitation horses becoming out of reach?

As prices climb and expectations rise, trainers weigh in on leasing, market pressures and whether riders with smaller budgets can still compete.

Part 2 of our equitation feature explores the economics behind the equitation horse.

Read via the link in comments — available with a Chronicle subscription.

📸 Mollie Bailey

02/20/2026

Flashback Friday ✨

Who can guess what Pan American Games this was?

02/15/2026

More behind the scenes from filming days at the farm. Dennis and Pete (Mr. Helmet Cam) talk before filming begins in the ring.

02/12/2026

"I am in absolute awe of Adult Ammies who show. I don’t care if it’s your 3’6” derby or your Long Stirrup round," Jamie Sindell writes. "I don’t care if you have a healthy trust fund or sell cat toys as a side gig to pay your entry fees.

Regardless of what you are doing in that show ring or how you got there, it takes guts. Serious, stomach-clenching guts to brave the judgment, the pressure, and let’s be real, the possibility of taking a nosedive into the dirt in front of a bunch of strangers.

I don’t care how fancy your horse is or if he has a lead change. I care that you did it. That you put on your breeches (which, let’s be honest, is an act of courage in itself), got on your horse, and entered that ring despite the nerves, the self-doubt, and the knowledge that there’s a chance your horse could decide the rolltop is an evil green dragon.

If you’re out there cramming yourself into unforgiving breeches, wrestling your boots on like you’re stuffing a sausage casing, and still heading into the ring… respect.

I want you to know how much I admire you because I’m not sure you give yourself enough credit.

I know firsthand because some of my showing friends often forget to give themselves props. Instead, I hear them put themselves down because they’re showing in the 2’6” instead of the 3’. I watch them come out of the ring disheartened that they didn’t ride perfectly. Or they are apologetic when I compliment them on how great they looked.

And here is what I’m thinking: Girl, I couldn’t even force myself into the ring for a course of cross rails right now. You are amazing."

📎 Continue reading this article at https://www.theplaidhorse.com/2025/02/05/to-the-adult-amateurs-who-show-youre-my-heroes/
📸 © The Plaid Horse

02/05/2026

Lee McKeever and Albany, Leslie Burr Howard’s 1984 Olympic mount, have been elected to the Show Jumping Hall of Fame.

12/20/2025

As Margie Goldstein-Engle looks across today’s show rings, she sees a sport that has changed dramatically since she first started riding. Horses are bred with more blood and sensitivity, courses have become more technical, and young riders are climbing the ranks faster than ever. But there’s one thing missing that worries her—the pipeline of riders willing to bring along young horses.

“It seems like there are very few that really deal with young horses much anymore, especially in our country,” Margie said. “It’s getting harder and harder to find people who want to do that.”

When Margie turned professional, she built her career from the ground up. “When I was twelve, I started breaking ponies and horses because of my size,” she said. “People would send ponies and horses to the farm for me to break.” That early experience gave her an understanding of horse development that still guides her today.

Now, she worries that new generations of professionals aren’t getting the same education. “Financially, it’s getting more and more difficult to carry horses and pay the showing expenses, shipping, and care,” she said. “Before, there were lots of riders who wanted to bring young horses along. It’s harder to find that now.”

The economic realities of modern horse sport have reshaped how riders build their careers. For many, focusing on made horses in upper divisions is the only sustainable path. Margie understands the pressure but still believes something is lost when riders skip the process of developing a horse from its first jump.

“The sport’s grown so much,” she said. “There are so many more people looking for horses all over the world, and fewer breeders and owners who can afford to keep young horses long enough to develop them. It’s getting more and more difficult.”

That shift, she explained, creates a talent gap. Not just in horses, but in riders. Without time on green or unpredictable mounts, riders lose valuable experience. “The more time you can spend with different horses and horses of all ages, the more knowledge you gain,” she said. “It gives you a lot more tools in your toolbox.”

Riding young horses, Margie explained, teaches lessons that can’t be learned in the show ring alone. “You learn their personalities, their likes and dislikes,” she said. “It helps you develop horse sense.”

That understanding builds the kind of adaptability that’s kept Margie competitive through decades of evolving trends. “The sport is ever evolving,” she said. “You have to try and keep knowledgeable and keep evolving with it. Every new horse teaches me something.”

Margie has seen the shift firsthand. “There are fewer and fewer people who want to help bring the young horses along,” she said. “Everyone wants to go straight into the bigger divisions.”

In earlier generations, working with young horses was part of a natural progression. Riders learned patience, timing, and feel from colts and green mounts before they ever jumped a 1.30m track. Those lessons don’t come easily, or quickly, but Margie believes they create stronger, more intuitive horsemen.

“You develop a broader background when you ride different types of horses,” she said. “The difficult ones make you appreciate the really nice ones that much more.”

To rebuild that foundation, Margie believes the industry needs more opportunities and incentives for riders to work with young horses. Programs that reward patient development, she says, could help restore balance to a system increasingly driven by quick results. To secure the future of show jumping, riders must embrace the slow work again. “Every horse is different,” she said. “They all have different personalities. The more you ride, the more you learn.”

Margie’s own longevity in the sport is proof of the value of that approach. Her ability to adapt, stay current, and produce results stems from decades spent listening to horses, not just riding them. “You can learn even by watching,” she said. “The horses are the best teachers that we have.”

For Margie, the next generation’s success depends on rediscovering that kind of horsemanship. “The more you can ride different horses, the better it is for your knowledge,” she said. “It’ll help you immensely when you go to do the sport, even at the higher level."

📎 Save & share this article at https://www.theplaidhorse.com/2025/12/15/where-have-the-riders-willing-to-develop-young-horses-gone/
📸 © Andrew Ryback Photography

Address

Concord, NC

Telephone

+17046047387

Website

http://www.shergillespie.com/

Alerts

Be the first to know and let us send you an email when Sher Gillespie Equestrian Inc. posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Sher Gillespie Equestrian Inc.:

Share