Take the Reins of Your Financial Future!
I help equestrians build confidence with money through approachable financial education, AI-powered tools, and judgment-free coaching.
Loving horses has a way of taking over everything — your time, your energy, your weekends, and yes, your wallet.
We bend rules, stretch limits, and find creative ways to make it all work because the barn is where we feel most alive. But let’s be honest — most of us didn’t start this passion with a financial plan.
When you love something this much, it deserves space in your life and in your budget. Building a life around horses is about managing your resources so your passion doesn’t become your pressure.
And if your money feels like a loose pony running for the outgate…
it’s time to grab the grain bucket and rein in your finances.
Reality Check - when passion takes the reins
I Get It, Because I’ve Lived It
Hi, I’m Jenny — lifelong equestrian and finance professional.
For as long as I can remember, horses have been my teachers — in the hunter, equitation, and jumper arenas, as well as in the corporate one. They’ve taught me patience, consistency, and the value of doing the hard work — especially when it’s really hard and overwhelming.
Every rider knows the pain of no-stirrups work. It burns, it’s humbling, and we all secretly hate it — but it’s what builds real strength, balance, and confidence.
That’s why I created Drop Your Stirrups — because sometimes, you just need a financial ground person (or trainer) to help you learn how to handle money.
I help people who happen to love horses build financial strength, confidence, and stability — so they can live the life they love and not just survive, but thrive. Because when people thrive, horses do too.
Imagine This…
✨ You finally understand where your money goes — and what to do next.
✨ You have a plan that fits your real life, not someone else’s spreadsheet.
✨ You feel prepared that you can handle a financial emergency.
✨ You can take time off or plan for retirement without panic.
It’s about having choices.
What people are saying…
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★ ★ ★ ★ ★
Jenny’s knowledge and understanding is invaluable! I connected with Jenny after learning about her financial coaching while at a recent horse show with my daughter. I was excited to see that someone like Jenny actually existed! As a parent of an equestrian, I often felt in the dark about the what to expect and what types of actual costs are involved in leasing, owning, training, and showing. Jenny has the wisdom to provide insight and guidance on all of it. She is well-versed in the niche world of hunter/jumper horses and given her remarkable history and experience, she is very knowledgeable about the current industry and the people working within it. Her expertise helped me determine what goals to set financially, as well as how to strategize goals for my daughter as a competitor. Jenny’s wisdom is vital for any parent like me in navigating the horse world!
Wendy H.
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★ ★ ★ ★ ★
Jenny is a pleasure to work with. Her financial expertise from her Wall Street career, combined with her phenomenal equestrian background, provides her with an incredibly unique skill set. She is adept at helping equestrian business owners become more financially successful, proactive, and efficient. I would highly recommend her to anyone looking for ways to streamline and improve the financial side of their business.
Amy G.
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★ ★ ★ ★ ★
I met Jenny Schwartz while attending the Trainer Symposium East and was immediately impressed with her presentation on implementing horsemanship programs into equestrian businesses as an additional source of income and way to expand your reach within your community. I reached out to Jenny following the seminar and worked with her to design and implement my own horsemanship program. Jenny has been professional and supportive throughout this process. She helped me design high quality promotional materials and provided me with helpful insight as I got the program off the ground. I would highly recommend working with Jenny if you are looking for a professional, passionate, and knowledgeable advocate to help further your equestrian business.
Katie R.