Step into The Jockey’s Circle, where exclusive experiences with steeplechase jockeys await! Bid for behind-the-scenes access, ride or play alongside the pros, and create memories that last a lifetime. Every bid supports TGSF's jockey safety initiatives—don’t miss your chance to join the circle!

This is more than just an auction—it’s a front-row ticket to the excitement, skill, and passion of the racetrack.

Bid on unforgettable experiences: ride or play alongside seasoned jockeys, feel the thrill of the track, or enjoy behind-the-scenes access that few ever get to see. Each package is carefully curated to give you hands-on insight, insider stories, and memories that will last a lifetime.

Whether you’re a lifelong racing fan or simply seeking a once-in-a-lifetime adventure, The Jockey’s Circle invites you to be part of a select group that experiences the sport like never before. Every bid supports our mission, helping TGSF support jockey safety initiatives, while giving you access to exclusive, exhilarating moments that money alone can’t buy.

We are thrilled to announce that The Foxfield Fund will match the money raised dollar for dollar. 

Join us, place your bid, and step into the circle—where every gallop, every race, and every ride tells a story.

The Jockey's Circle will CLOSE on Friday December 19th at 7pm EST.

Successful bidders will be emailed a certificate on Friday December 19th with instructions to redeem - the certificate can be printed and given as a gift.

A sampling of over 30 available experiences:

A day at the races at Saratoga

Enjoy the beauty and pageantry of Saratoga with Sean Clancy, the editor/publisher of The Saratoga Special newspaper and unofficial mayor of Saratoga.

10% share in Boldog (FR) with trainer Tom Garner

Join the ownership group of Boldog (FR) for the 2026 season! Imported in spring 2025, Boldog ran in four stakes races this year and is looking to break through with his first win in the US.

A Cheltenham Experience, with Ben Pauling

Enjoy a morning on the gallops with UK steeplechase trainer Ben Pauling, at his Naunton Downs facility in The Cotswolds countryside. Follow up your visit to the gallops with an afternoon at the famed Cheltenham Racecourse!

About The Foxfield Fund 

The Foxfield Fund is the local giving arm of the Cassiopeia Foundation, a family-led 501(c)3 philanthropic organization rooted in the legacy of industrialist and racing enthusiast W. Alton Jones. Guided by the leadership of his granddaughter, Diane Miller, the Cassiopeia Foundation has supported strategic conservation and community initiatives around the world.

The Foxfield Fund is rooted in the Miller family's longtime connection to Charlottesville and their stewardship of the historic Foxfield Racetrack, from which the Fund draws its name. The Cassiopeia Foundation purchased the racecourse through the Foxfield Fund in 2024.

Guided by the family's generations-long history in the community, the Foxfield Fund is dedicated to supporting initiatives that improve the lives of Virginians. The Miller family has invested $15 million over the last decade, advancing critical organizations in the greater Charlottesville region, including Albemarle County Public Schools, Charlottesville Free Clinic, Piedmont Family YMCA, and Virginia Food System Council. During the COVID-19 pandemic, the Foxfield Fund invested $5 million to combat food insecurity, expand mental health services, and support small businesses.

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Temple Gwathmey Steeplechase Foundation

410-392-0700

TGSteeplechaseFoundation.org