Updated: May 3, 2026
Mike Smith stands as one of the most accomplished and enduring figures in horse racing history. At 60 years old, “Big Money Mike” continues to defy age, competing at the highest level with remarkable skill and passion. While his on-track achievements earn headlines, fans often ask about the woman who shares his life: his wife, Cynthia Naanouh Smith. Their love story blends opposites-attract romance, personal growth, and deep respect for horses.
Table of Contents
Early Life and Racing Journey of Mike Smith
Born on August 10, 1965, in Roswell, New Mexico, Mike Smith grew up in a horse-centric family. His father was a jockey, and his uncle trained horses. Young Mike started riding at age 11 and turned professional at 16. He steadily climbed the ranks, moving from New Mexico to New York and eventually basing himself in Southern California.
Smith’s career highlights read like a hall of fame resume:
- Triple Crown Winner: Rode Justify to victory in 2018, becoming the oldest jockey to win the Triple Crown at age 52.
- Kentucky Derby Wins: 2005 (Giacomo) and 2018 (Justify).
- Record Holder: Most Breeders’ Cup wins by any jockey (27 victories).
- Career Earnings: Over $357 million in purse winnings, placing him among the all-time leaders.
Even in 2026, Smith remains competitive. He recently rode So Happy in the Kentucky Derby, marking one of his many appearances in the Run for the Roses. His longevity comes from fitness, experience, and genuine love for the sport.
How Mike Smith Met His Wife Cynthia
Mike and Cynthia’s meeting feels like a scene from a feel-good movie. They connected at The Derby restaurant in Arcadia, California—a popular local steakhouse. At the time, Cynthia worked there and identified as an animal activist with concerns about horse racing.
Instead of avoiding the topic, Mike invited her to see the industry from the inside. He showed her the care, respect, and bond between trainers, jockeys, and horses. Cynthia experienced a complete turnaround. She witnessed dedicated animal husbandry and fell in love—not just with Mike, but with the positive side of the sport.
Key moments in their relationship:
- They dated for several years before tying the knot.
- Married on January 13, 2019, in a private ceremony at St. (details kept intimate by the couple).
- Cynthia now supports Mike’s career fully and shares his appreciation for equine athletes.
Their story proves that open dialogue and willingness to learn can bridge even the widest gaps.
Life Together: Love, Support, and Shared Values
Mike Smith’s first marriage was to Patrice Lively (daughter of jockey John L. Lively) in 1987; it ended in divorce. He later dated fellow jockey Chantal Sutherland. With Cynthia, he found lasting partnership. The couple has no children but shares a quiet, fulfilling life centered on horses and each other.
Cynthia’s background as an animal activist brings balance to their home. Together, they champion responsible horse care and welfare. Mike often credits her support for helping him stay grounded amid the pressures of a demanding career.
What makes their marriage strong:
- Mutual respect for different viewpoints.
- Shared passion for animal well-being.
- Cynthia’s understanding of the physical and mental demands on Mike.
- A low-key lifestyle away from the track in Southern California.
At an age when many retire, Mike continues riding thanks to Cynthia’s encouragement and their aligned values.
Mike Smith Career Highlights at a Glance
| Category | Details | Notable Achievement |
|---|---|---|
| Birth & Age | August 10, 1965 (60 in 2026) | Still active competitor |
| Major Wins | Kentucky Derby (2), Triple Crown (2018) | Oldest Triple Crown winning jockey |
| Breeders’ Cup | 27 wins | All-time record |
| Career Earnings | Over $357 million | Top 5 all-time |
| Current Status (2026) | Riding contenders like So Happy | 29th Kentucky Derby appearance |
| Spouse | Cynthia Naanouh Smith (m. 2019) | Animal activist turned supporter |
Conclusion: A Partnership Built on Trust and Transformation
Mike Smith’s legendary career showcases talent, resilience, and dedication. Yet behind the victories stands Cynthia, whose influence transformed skepticism into steadfast support. Their story reminds us that great relationships often grow from honest conversations and openness to change.
Whether you follow horse racing closely or simply admire enduring love stories, Mike and Cynthia Smith offer inspiration. As Mike continues chasing records in 2026, one thing remains clear: his biggest win might be the life he built off the track with the woman who understands both his passion and the animals he rides.