Sharp or Square - KENTUCKY DERBY BETTING PREVIEW
The Herd with Colin Cowherd
iHeartPodcasts and The Volume
4.1 • 10.3K Ratings
🗓️ 30 April 2026
⏱️ 37 minutes
🧾️ Download transcript
Summary
One of America's most cherished Rites of Spring, the 152nd running of the Kentucky Derby is this Saturday at Churchill Downs in Louisville, Kentucky. This is the perfect event for sports fans and gamblers looking to turn a small investment into a big payday, with limitless opportunities and a massive parimutuel pool. To help them build some winning Kentucky Derby slips, betting expert Chad Millman and professional gambler Simon Hunter welcome back one of their favorite annual guests, effervescent horse racing handicapper Mike Conti.
Together they discuss what makes "The Most Exciting Two Minutes In Sports" unique as both a sporting event and betting bonanza, and how to approach betting a race of this magnitude. Mike Conti provides guidance on how to wisely build your exactas and trifecta tickets and manage your bankroll, and which thoroughbred horses he will be tossing from consideration. Top contenders Renegade, Commandment, Further Ado, Chief Wallabee, and The Puma will be in the starting gate for this Run For The Roses, and famous trainers Todd Pletcher and Bob Baffert are once again in the mix. We also get our guests's expert picks and predictions for the Kentucky Oaks, and several other races taking place at Churchill Downs on both Friday and Derby Day. Plus, a fascinating breakdown of how Artificial Intelligence is revolutionizing the horseracing side of parimutuel betting. #Volume
0:00:00 - START
0:08:00 - HOW A.I. IS REVOLUTIONIZING HORSE RACING
0:18:00 - WHAT MAKES THE KENTUCKY DERBY UNIQUE
0:26:57 - FAVORITE DERBY LONGSHOT HORSES
0:29:19 - KENTUCKY DERBY BEST BETS & EXACTAS
-- All lines provided by Hard Rock Bet
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Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:02.6 | Guaranteed Human. |
| 0:05.0 | Welcome to Sharper Square, presented by Hard Rock. |
| 0:09.5 | We are part of the volume podcast network. |
| 0:12.5 | This is the show that makes the squares sharper and makes the wise guys pay attention. |
| 0:17.5 | I am Chad Milman. |
| 0:18.4 | I am joined as always by my co-host, my BFF, my companion, my |
| 0:21.5 | confidre, professional better, Simon, Hunter. Hello, Simon. Chad, how we doing? Brother, I think our |
| 0:29.7 | viewers can see already that we've got our very special guest lined up and ready to go because it is |
| 0:37.2 | the weekend of the Kentucky Derby |
| 0:41.0 | gambling's preeminent right of spring is almost here the run for the roses the |
| 0:47.0 | most exciting two minutes in sports the 152nd running of the Kentucky Derby as we |
| 0:53.8 | do every year. |
| 0:54.7 | We're joined by a very special guest who talk all things, |
| 0:57.3 | betting for Derby Day, a man who learned to read The Daily Racing Form |
| 1:02.3 | before he could read a book. |
| 1:04.6 | I don't think there's a difference while safely inside his father's bar. |
| 1:09.6 | Not too far from here in New Haven, Connecticut. |
| 1:12.2 | Welcome back to the show, handicapper extraordinaire, Ithaca football legend, |
| 1:20.1 | thoroughbred owner, Mike Conti. |
| 1:24.4 | Gentlemen, great to see you. |
| 1:26.3 | Thank you so much. |
... |
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