Josh Isner

Turning 40 does things to people. When Josh Isner reached the milestone, he took a look at the road ahead and asked himself a question. "Do I just want to get worse at golf every year for the rest of my life? Or do I want to try to go win the Kentucky Derby?" This was only last year, but this is a guy whose words can barely keep up with his deeds. Which is saying plenty, because his every syllable is suffused with energy and drive. Isner had played...

Members of The Jockey Club, I've been a casual horse racing fan since I watched American Pharoah cross the wire at the Belmont on my iPhone 6. But I've been obsessed with this sport since August 2, 2025. Dave Portnoy was nice enough to invite me to the Whitney Stakes and the Saratoga Sale last summer. He wanted a partner for more ammo to buy exclusively grey horses. We bought one, simply because he was grey and a horse. Zedan Racing outbid us for another one. Imagine that. I had...