A legendary figure in college basketball, Rick Pitino has demonstrated an impressive career marked by his ability to lead multiple teams into prestigious tournaments. Known for his strategic prowess on the court, Pitino’s influence extends beyond basketball into the world of horse racing. His journey in this field began during his time as a coach with the New York Knicks, where he developed a passion for thoroughbred ownership and racing. Over the years, Pitino has not only achieved remarkable success in basketball but also established significant ties within the equine industry.

Pitino's connections to the Kentucky Derby are particularly noteworthy, as he is linked to three horses competing in the 2025 race: Grande, Journalism, and Sandman. His involvement with these horses highlights his enduring presence in the sport of horse racing. One of his earliest ventures was through Celtic Pride Stable, which produced notable Derby contenders like Halory Hunter and A P Valentine. Later, under the banner of RAP Racing, Pitino continued to make strides in the industry, including owning a share in Goldencents, who won the Breeders’ Cup Dirt Mile consecutively in 2013 and 2014.

The synergy between Pitino's passion for sports and his love for horse racing inspires others in both arenas. Friends and colleagues such as Mike Repole and Robert LaPenta have praised Pitino’s energy and enthusiasm, which they believe transcend age and discipline. Pitino's friendships extend into various sectors of the sports world, exemplified by Vincent Viola, owner of the NHL's Florida Panthers, who considers Pitino a close confidant. Through these partnerships and personal endeavors, Pitino showcases how dedication and perseverance can create opportunities across diverse fields, reinforcing the importance of lifelong learning and adaptability in achieving greatness.