December 2025 – Harnessing Your Wealth

From Jockey to Top Trainer: Jason Olmstead’s Winning Formula (EP. 70)

By Harnessing-Your-Wealth | December 16, 2025

In this exciting 70th episode of Harnessing Your Wealth, host Billy Peterson interviews Jason Olmstead, a prominent horse trainer. Jason Olmstead grew up surrounded by horse racing, with his grandparents training racehorses. His family’s roots in the industry laid the foundation for his future career. “I fell in love with it from day one,” Jason recalls, reflecting on his childhood. Jason shares insights on training philosophies, the significance of soundness in horses, and the loyalty of quarter horse owners. Jason’s training career has been marked by impressive achievements. His ability to maintain long-term relationships with clients has been a key factor in his success. “What I’m most proud of is we still train for a lot of the same people that we originally trained for that gave us our first chances,” he shares. This loyalty and dedication to his clients and their horses have fostered a supportive community around his training stable.

Takeaways

Harnessing Your Wealth is about more than just money.
Jason Olmsted’s journey in horse racing began with his grandparents.
The importance of family support in a racing career.
Quarter horses often have more loyal owners than thoroughbreds.
Building relationships with riders is key to a successful stable.
Learning from mistakes is part of the training process.
Fear of failure can drive success in competitive environments.
The next generation of riders is essential for the future of racing.

About our Guest:

After a successful career as a jockey, Jason transitioned to training, a move that seemed almost inevitable. Jason Olmstead and his wife Amber own Circle JA Racing Ranch in Pryor, Okla. He had the most Quarter Horse wins of any trainer here in 2023. Jason grew up in horse racing. His grandfather was a trainer and all he ever wanted to do was be a jockey. He has the honor of winning the AQHA Racing’s 2021 Blane Schvaneveldt Champion Trainer award. Jason and Amber Olmstead are among the Class of 2022 inductees into the Canterbury Park Hall of Fame.

More about Jason Olmstead:

Resources & Previous Episodes of Interest:

Connect with Billy Peterson:

Connect with Cade Peterson:

Connect with Shaun Peterson:

Peterson Wealth Services: Shaun Peterson
LinkedIn: Shaun Peterson
shaun@petersonws.com
801-475-4002

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The Year-End Money Moves Everyone Ignores (Until It’s Too Late) (EP. 69)

By Harnessing-Your-Wealth | December 2, 2025

Billy and Shaun dive deep into the smartest financial moves to make before the year wraps up—because what you do in these final weeks can seriously impact your taxes, savings, and long-term financial trajectory. In this episode, they break down practical year-end strategies you can actually use: tax planning that keeps more money in your pocket, holiday spending frameworks that prevent budget blowouts, insurance and estate reviews that protect what you’ve built, and goal-setting tactics that set you up for a stronger, more focused year ahead. If you’re ready to take control of your money, avoid avoidable mistakes, and end the year with clarity and confidence, this is the ultimate financial checklist you don’t want to miss.

Key Takeaways:

Max out 401(k) contributions while there’s still time.
Use tax-loss harvesting to offset capital gains.
Leverage charitable giving strategies for extra tax benefits.
Protect your holiday budget—spend with intention, not emotion.
Audit your top 5 expenses to uncover easy savings.
Review and update insurance policies to ensure proper coverage.