Kaycee Feild: Six-Time Rodeo World Champion and Multi-Venture Entrepreneur

Kaycee Feild isn’t just a six-time World Champion in bareback riding; he’s a living example of how success evolves.

With a career that redefined what it means to dominate in rodeo, Kaycee is no stranger to the grit and strategy required to excel at the highest levels. But the arena was never the final destination—it was the foundation.

Kaycee Feild

Interview

Now, as he steps into the business world, he is channeling the same discipline and vision that made him a leader in rodeo. From building brands to creating opportunities for others, his focus has shifted from personal accolades to leaving a broader impact.

In this conversation, he opens up about the challenges and rewards of transitioning careers, the lessons from his time in the arena, and how he’s shaping a legacy that’s as ambitious as it is meaningful.

Q: Kaycee, your accomplishments in rodeo are legendary. How do you view the impact it had on your life and what lessons do you carry forward? 

Kaycee Feild: Looking back on my career, it feels surreal to think about everything I’ve achieved. Six world titles was a dream I didn’t fully understand when I was younger. Rodeo was my focus from a very early age, and it became more than just a sport; it became my identity. But now, stepping away, I’ve had time to reflect on how much it shaped who I am. The discipline, the mental strength, the highs and lows; all built a foundation for everything I’m doing now. Rodeo taught me about resilience, and those lessons are now helping me as I venture into business.

Q: After so many years of competing at the highest level, how did you know it was time to retire from rodeo? 

Kaycee Feild: Retirement was something I thought about for a while. I knew my body had been through a lot—rodeo is hard on the body, and after so many years of competing at that level, it takes a toll. But it wasn’t just about my body; I started to realize that my priorities were shifting. I wanted to spend more time with my family and focus on things outside of rodeo. My passion for the sport will always be there, but I knew it was time to move on to the next phase of my life. Leaving wasn’t easy, but it was the right decision for me.

“Rodeo taught me about resilience, and those lessons are not helping me as I venture into business.”

Q: Even in retirement, your perspective as someone who has witnessed the evolution of the sport is invaluable. How do you think rodeo athletes have changed over the years, particularly in terms of training methods and the impact of technology on the sport? 

Kaycee Feild:  Today’s athletes are on another level. There’s a higher emphasis on physical conditioning and mental preparation than when I first started. Rodeo has become a sport that requires not just toughness, but also top-tier performance and recovery. Technology has played a huge role in that shift—whether it’s advances in animal care, new training techniques, or improved recovery methods. The sport continues to evolve and grow more professional every year, and it’s exciting to see younger competitors bring the same kind of focus and commitment that you’d expect from athletes in other major sports.

Q: What lessons from your journey would you share with someone looking to make a similar shift, either within the sport or to new ventures?

Kaycee Feild: The first thing I’d say is don’t shy away from taking risks. Rodeo taught me that you have to be willing to fail before you can succeed. That mindset carried over when I started transitioning into business. There’s no blueprint for success in either field, but the one constant is the work. If you’re willing to stay dedicated, keep learning, and adapt, you’ll find a way.

For athletes today, the landscape has changed. Beyond just riding, there are platforms like social media and YouTube where you can create a career and generate income. But it’s important to think long-term. Whether you’re in the arena or starting a business, it’s about building something that lasts. Real success comes from how much you put in, not just what you take out.

The rodeo has changed too. The sport is more professional, and that’s opened up new opportunities—bigger sponsorships, better payouts, and a more solid financial foundation for riders. Back in the day, many competed just for the love of the sport, but now there’s a real incentive to succeed on a larger scale. It’s exciting to see where it’s headed, and I believe we’ll see even more growth and recognition in the years to come.

Q: Transitioning from a rodeo career to the business world is no small feat. How did you navigate that change, and how does your work ethic play a role in your current life?

Kaycee Feild: The transition was definitely a challenge, but it ended up being smoother than I expected. Rodeo taught me discipline, hard work, and the importance of having a clear vision, and those same qualities have carried over into my business ventures. In rodeo, you’re always thinking strategically—whether it’s about the next competition or managing your performance on the horse. Business is no different; it’s about being deliberate and focused on your goals.

That work ethic I developed in rodeo still drives me every day. Whether I’m working on one of my businesses or spending time with my family, I approach everything with the same level of dedication. In rodeo, I was always striving to improve, and now I apply that same mindset to my companies. I set high standards for myself and stay consistent.

“There’s no blueprint for success in either field, but the constant is the work. If you’re willing to stay dedicated, keep learning, and adapt, you’ll find a way.”

Q: You’ve built quite a diverse portfolio since retiring. What are some of the businesses you’re focusing on?

Kaycee Feild: After my rodeo career, I launched several ventures that reflect my passion for excellence and hard work. PWR Pro is one of the most exciting—it’s a hemp-based product line that gives me and my horses a competitive edge with its powerful blend of cannabinoids and other nutrients. I also founded Payment Cowboys, which provides secure payment processing for businesses, leveraging the same dedication to quality that defined my rodeo career.

There’s also WarBonnet Cowboy Hats, where we combine quality craftsmanship with the cowboy spirit, and KTK Fulfillment, a logistics company that helps businesses manage inventory and shipping. All of these companies share my commitment to delivering value and helping others succeed, just like in the arena.

Q: Looking ahead, what are your personal and professional goals?

Kaycee Feild: Personally, I’m committed to being more present with my family. It’s important to me to create memories and support them as they grow. On the professional side, I’m focused on growing my businesses in ways that not only advance my goals but also help others. I’ve learned that true success is about finding balance—pushing forward in my career while also giving time and energy to the people and values that matter most.

Q: Finally, now that you’re retired, what legacy do you hope to leave behind, both in rodeo and in your business ventures?

Kaycee Feild: In rodeo, I want to be remembered as someone who gave everything he had, both during competition and in supporting the sport’s future. I hope I can serve as a role model to younger athletes, showing them the importance of hard work and perseverance. In business, I want to leave a legacy grounded in integrity and innovation, building companies that not only succeed but also offer opportunities to others. Ultimately, I want to make a lasting, positive impact.