HorseRacing
A Promising Journey to the Kentucky Derby: The Story of Flying Mohawk
2025-04-14

In an engaging narrative about the Road to the Kentucky Derby, former baseball player and agent Jeff Berry shares insights into his unexpected yet thrilling venture into horse racing. Partnering with Jayson Werth and Shawn Kaleta, Berry owns Flying Mohawk, a contender for the prestigious $5 million race at Churchill Downs on May 3. Despite starting on turf, Flying Mohawk's impressive second-place finish in the Jeff Ruby Steaks earned him significant points, positioning him competitively. With guidance from trainer Whit Beckman and jockey Joe Ramos, Berry reflects on the parallels between sports, family involvement, and the dream of achieving greatness in the world of thoroughbred racing.

From Turf Tracks to Derby Dreams: Flying Mohawk’s Ascent

In the vibrant world of horse racing, a remarkable tale unfolds involving a group of passionate individuals led by Jeff Berry. In a picturesque setting during the spring season, this team embarked on an ambitious journey with their promising colt, Flying Mohawk. Originally purchased for $72,000 at Keeneland's September yearling sale, Mohawk initially competed on grass but demonstrated exceptional potential when he secured second place in the March 22 Jeff Ruby Steaks at Turfway Park. This achievement not only brought him 50 qualifying points but also placed him among the top contenders for the coveted Kentucky Derby.

Berry, whose background includes a brief stint as a minor league catcher followed by a distinguished career as a baseball agent, found himself captivated by the allure of horse racing. Collaborating with close friend Jayson Werth and real estate developer Shawn Kaleta, they assembled a formidable team that included renowned trainer Whit Beckman. Under Beckman's expert supervision, Mohawk transitioned smoothly onto synthetic surfaces while preparing for the challenges of dirt tracks typical in major races like the Derby.

The excitement surrounding this endeavor extends beyond the track itself. Berry's son Clark designed distinctive silks featuring a red 'B' emblem on a home plate motif, adding personal significance to each race. Moreover, Berry draws intriguing comparisons between managing talent in both baseball and horse racing, emphasizing the importance of scouting, development, and teamwork across different sports disciplines.

As anticipation builds for the upcoming Derby showdown, questions linger regarding Mohawk's adaptability to longer distances and varying terrains. However, Berry remains optimistic, trusting in Beckman's expertise and Mohawk's innate competitiveness. For Berry and his partners, participating in such a legendary event symbolizes more than just competition—it represents realizing lifelong dreams through perseverance and collaboration.

From a journalistic perspective, the story of Flying Mohawk serves as a powerful reminder of how passion can transcend boundaries, uniting diverse fields under shared aspirations. It highlights the universal appeal of sportsmanship and camaraderie, encouraging others—whether from baseball or elsewhere—to explore new horizons within the captivating realm of horse racing. Ultimately, it underscores that true success lies not merely in winning but in embracing every step along the way with determination and joy.

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