2025 Kentucky Derby Analysis Now Available (LOTS OF FREE CONTENT!)

The calendar has turned to May, and with that comes two of the most exciting days in horse racing. The Kentucky Oaks is on Friday, the Kentucky Derby is on Saturday, and I’m using this page as a one-stop shop for all of my content.

BETTING STRATEGIES AND SPOT PLAYS

My day job is for an affiliate marketing company called Raketech. As part of that, I’ve put together betting strategies on $50 budgets for those two races, plus a handful of spot plays throughout each undercard.

You can check those out on Winners and Whiners here, and supporting that avenue supports me as I try to create content you all will enjoy/take something from. In addition, you can use the promo code CHAMP20 for 20% off any individual item.

Furthermore, earlier this week, I sat down with my friend Detroit Lenny, who’s done an incredible job with our video production. We did a “beginner’s guide to the Derby” of sorts, and you can check that out here.

DRANK’N CHAMPAGNE PREVIEWS DERBY WEEK

My weekly podcast on On the Wrong Lead fulfills an annual tradition. Here, Josh Rodriguez and I go through Friday and Saturday at Churchill and offer our best bets, live longshots, and bold predictions for each day of racing. We’re aligned on a big one for Friday, and that’s one you won’t want to miss!

24 HOURS OF CONTENT???

Matthew DeSantis of NYRA Bets fame is a friend of mine, and he’s running a 24-hour handicapping stream beginning at 12 pm Eastern on Friday to support the Thoroughbred Aftercare Alliance. This is a different iteration of the idea Trust The Prophets did for a Breeders’ Cup, where they also had a rotating cast of handicappers and Twitter personalities go through the night.

I’m planning to stop by in the Pacific time zone’s evening hours, which’ll likely be when the East Coast folks are headed to bed. Whoever winds up getting on this, though, it’s going to be a blast. You can check it out below or on the NYRA Bets YouTube channel.

RADIO IN UPSTATE NEW YORK

Finally, I’ll also be on the radio airwaves in a few New York markets. Those in Saratoga may know I do some work with my friends Tom Goslowski and Jeff Levack, and my hit will air during their show on FOX Sports 980 Thursday.

In addition, I’ll hop on ESPN Radio Ithaca Friday with my good friend/wedding groomsman who still needs to get his tux handled, Nick Karski. That’ll air during his afternoon drive show and be archived on the station’s website (I’ll update these with archive links if/when I have them!).

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