Finger Lakes Loses a Legend: Jockey Valet Jimbo Bailey Retires After 51 Years

Jimbo Bailey in racing silks, smiling.
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    A Half-Century Farewell: Jockey Valet James "Jimbo" Bailey Hangs Up His Saddle

    After an incredible 51 years of dedicated service, James "Jimbo" Bailey, a beloved figure at Finger Lakes Gaming & Racetrack, is retiring. Bailey has been an integral part of the racing community, working behind the scenes to support some of horse racing’s most celebrated jockeys.

    A Career Steeped in Racing Tradition

    Bailey’s journey in the racing world began over five decades ago. Starting as a hot walker, he steadily climbed the ranks, eventually becoming a trusted jockey valet. His role involved everything from meticulous gear maintenance to assisting jockeys in preparing for races. He recalls his early days with fondness, even joking about his appearance in old photographs.

    Notable Partnerships and Track Evolution

    Throughout his extensive career, Bailey had the privilege of working with numerous legendary riders, including Bill Shoemaker, Jerry Bailey, and John Velazquez. A particularly significant partnership was with jockey John Davila Jr., with whom he shared in over 4,000 wins, a record that stands testament to their successful collaboration. Bailey also expressed a special bond with jockey Joel Cruz, noting his current year as his best.

    The Heart of the Matter: Friendships and Family

    More than the races or the renowned riders, Bailey emphasized that the people at the track were the true heart of his enduring career. He described the jockey room as a place of deep camaraderie, where the bonds formed felt like family. The shared experiences and the familial atmosphere were what kept him returning to the track day after day.

    Key Takeaways

    • James "Jimbo" Bailey is retiring after 51 years as a jockey valet at Finger Lakes Gaming & Racetrack.
    • He worked with many iconic jockeys, including a record-setting partnership with John Davila Jr.
    • Bailey cites the friendships and family-like atmosphere at the track as the most rewarding aspects of his career.
    • He plans to enjoy retirement with his wife, focusing on travel and leisure.

    Looking Forward to Retirement

    As Bailey steps away from his long-held profession, he looks forward to a new chapter filled with relaxation and personal pursuits. His retirement plans include enjoying sunshine, embarking on road trips, and spending quality time with his wife. He humorously mentioned a desire for multiple Corvettes if he had his way with his finances. His departure marks the end of an era, but his legacy as a cherished member of the Finger Lakes family is assured.

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