By:
Vareva Harris, Editor
Vareva@thewoodrufftimes.com
LOUISVILLE, Ky. — A Woodruff connection was present for one of horse racing’s most historic moments. Coach Jamie Taylor and his wife, Amy Shingledecker Taylor, attended the 152nd running of the Kentucky Derby at Churchill Downs. The Kentucky Derby was presented by Woodford Reserve.
The couple witnessed a landmark victory as Cherie DeVaux became the first woman trainer to win the Kentucky Derby, guiding Golden Tempo to first place. Jockey Jose Ortiz secured the win, while his brother, Irad Ortiz Jr., finished second—marking a rare and memorable sibling finish in the iconic race. A South Carolina-connected horse, Ocelli, rounded out the top three, adding regional pride to the national stage.
For Jamie and Amy Taylor, the experience fulfilled a long-held dream.
“Honestly, the deep-rooted tradition and heritage of the race has always drawn us to the Derby,” Amy said. “We watch it every year no matter where we are… and finally we decided—bucket list—we need to attend.”
The Taylors attended both the Kentucky Oaks and Derby, immersing themselves in the pageantry and culture that define Derby weekend.
“Being at the track for The Oaks and The Derby was simply amazing,” Amy said. “The atmosphere and people and buzz are unmatched.”
Fashion was also part of the experience, with Derby attire becoming an event of its own.
“Leading up to the events…planning hats, fascinators, and attire is a complete event in itself,” she added. “The Oaks Race on Friday, we wore pink for the fillies and mares racing all day, but also in support of breast cancer awareness. Praise God for my mother-in-law, survivor Betty Taylor.”
The couple described their trip as seamless, having booked through Derby Experiences, which provided all-inclusive accommodations, meals, and transportation.
“From the second we stepped on site at our hotel to check out, it’s been amazing,” Amy said. “All-inclusive is the way to go.”
Coach Taylor echoed the sentiment.
“Loved every minute,” he said. “Bucket list…check!”
For the Woodruff couple, the 2026 Kentucky Derby delivered a memorable getaway and an historic moment in horse racing history.
