Hall of Fame Secrets: Steve Cauthen

Lessons from Experience: Wisdom on Life, Career, and Staying Grounded

I had the rare privilege of sharing a deep, meaningful conversation with someone who’s not only a Hall of Fame jockey and one of the greatest riders of all time, but also my personal mentor and guiding force in my career. His belief in me, as a woman rising in a male-dominated sport, has shaped the way I ride, think, and push through obstacles. Steve’s experience and wisdom offer invaluable lessons not just for jockeys, but for anyone pursuing excellence in their career and life.

Loyalty and Empathy in a Tough Industry

In horse racing, where competition is fierce and business pressures intense, maintaining loyalty and empathy can be challenging. Yet, this Hall of Fame jockey stressed the importance of understanding others’ motives and maintaining integrity, even when faced with tough situations. This approach builds lasting respect and credibility—qualities essential for athletes and professionals breaking barriers. It’s not always easy to navigate relationships and the realities of business, but maintaining loyalty and understanding that others may have their own struggles is important. While hurtful actions may occur, recognizing the bigger picture can help us grow and respond with grace.

Turning Adversity into Growth

One of the greatest jockeys of all time shared that setbacks and challenges often serve as hidden blessings. Difficult moments, whether injuries or professional obstacles, teach resilience and deepen one’s understanding of both people and the business side of horse racing. This perspective is invaluable for anyone aspiring to make their mark in competitive sports and business.

Essential Advice for Those Starting Out

Perhaps the most impactful advice given was to surround yourself with good people. This simple but powerful guidance emphasizes finding those who support you without expecting anything in return — mentors, friends, and family who genuinely want to see you succeed. Their guidance and encouragement become a vital part of your journey.

The Value of Staying Connected

Even after stepping away from the direct action of one’s primary career, staying involved in the community can bring purpose and joy. Whether it’s mentoring (as Steve does for me), helping others, or simply engaging with those currently in the field, there’s a unique fulfillment in being part of something bigger than yourself. This connection helps ease the loneliness that often accompanies retirement or career shifts.

Gratitude for the Support Network

This conversation reinforced that success in horse racing or the world in general isn’t just about personal talent but also about resilience, relationships, and wisdom.

For anyone embarking on a challenging path, these lessons serve as a beacon: cherish your connections, learn from adversity, and always seek out good people to walk beside you. Recognizing the role of these influences can keep you grounded and motivated, especially when forging a path where few people have gone before.

Whether you’re an aspiring jockey, professional athlete, or racing enthusiast, remember these insights from a Hall of Fame jockey and one of the greatest jockeys of all time. Your path might be tough, but with the right mindset and support, it’s absolutely achievable.

Boundless S1E1 Ferrin Peterson and Steve Cauthen at Keeneland Racecourse Lafayette Room.jpg

The Boundless Lifestyle

Ready to break barriers and unlock your true potential? Join me on this incredible journey through the world of horse racing—where grit meets glory—and get inspired to chase your dreams, no matter the odds.


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