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It’s no secret that Thoroughbreds retiring from the track often have a variety of things that need to be addressed before they are really ready, both mentally and physically, to take on a new career. The degree to which an owner and trainer has to address these things differs wildly from horse to horse, but I’ve yet to meet a newly retired Thoroughbred who didn’t need at least something addressed.

Media coverage of horse racing reaches its peak this week, leading up to the 148th Kentucky Derby Presented by Woodford Reserve Saturday, May 7. The race drew earlier than usual, on Monday, May 2, and the 20-horse field (with two also-eligibles) is set.

When you think of “Derby Fashion,” what’s the first thing that comes to mind? Hats? Tea dresses? Pinstripe suits? Maybe florals? All of those iconic concepts are deeply rooted in the culture of horse racing, and you are bound to see each of them at the track this season.

But there’s another setting that supports some pretty clear fashion ideas, and that’s spring and summer music festivals. Every year, you don’t have to do anything more than log on to TikTok to see the trends being set by festival-goers nationwide. Two iconic settings. Two distinct vibes and looks.

In an unusual training regimen for Kentucky Derby contenders, Crown Pride canters perfect 20-meter circles behind the chute at Churchill Downs. He is composed, quiet and focused.

Tom Pedulla is interviewing prominent owners, trainers, and jockeys as they travel the Road to the 148th Kentucky Derby Presented by Woodford Reserve on Saturday at Churchill Downs.

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