Sharp or Square

Betting expert Chad Millman and professional sports gambler Simon Hunter dig into all the spreads for every game, all NFL season long, as they narrow down their five best bets. During football season they share their NFL picks, moneyline parlays, totals, survivor pool picks and more. And during the offseason, Chad and Simon share what the wiseguys are saying, and help you get a leg up on the competition across a variety of sports. So whether you're filling out NFL pool picks with your friends, heading to Las Vegas, or just a fanatic for the NFL Draft, preseason, and the 24/7 football news cycle, make Sharp or Square your best bet all year 'round.   

  1. KENTUCKY DERBY BETTING PREVIEW

    4 DAYS AGO

    KENTUCKY DERBY BETTING PREVIEW

    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 Subscribe to Sharp or Square for gambling advice, best bets, and predictions from sports betting experts Chad Millman and Simon Hunter. Follow on all platforms: https://www.instagram.com/sharporsquare/ https://x.com/SharporSquare_ See omnystudio.com/listener for privacy information.

    37 min
  2. 2026 NFL DRAFT Betting Picks & Predictions - Ty Simpson, Jeremiyah Love and more

    21 APR

    2026 NFL DRAFT Betting Picks & Predictions - Ty Simpson, Jeremiyah Love and more

    The 2026 NFL Draft starts Thursday in Pittsburgh, with fans and gamblers growing more and more invested as the first round approaches. Betting expert Chad Millman and professional gambler Simon Hunter welcome back NFL Draft betting guru Derek Brown of FantasyPros to discuss the betting market and give out their favorite picks and predictions. This episode is sponsored by ZBiotics. Go to https://zbiotics.com/SHARPORSQUARE and use SHARPORSQUARE at checkout for 15% off any first time orders of ZBiotics probiotics. Today our trio examines the impact of the Dexter Lawrence trade between the New York Giants and Cincinnati Bengals, along with the potential for Alabama QB Ty Simpson to go in the first round to the Arizona Cardinals. Plus, we hear more picks and predictions from Derek and Simon about Notre Dame running back Jeremiyah Love as a potential Top 5 selection, and the the draft stocks of players like Carson Beck, Akheem Mesidor, Spencer Fano, and more. #Volume 0:03:00 - START 0:07:30 - DEXTER LAWRENCE TRADE IMPACT 0:11:14 - SHEMAR STEWART BENGALS FLASHBACK 0:17:27 - PLAYER EXACT TEAM DRAFT BETS 0:28:10 - 2026 NFL DRAFT BEST BETS   -- All lines provided by Hard Rock Bet Subscribe to Sharp or Square for gambling advice, best bets, and predictions from sports betting experts Chad Millman and Simon Hunter. Follow on all platforms: https://www.instagram.com/sharporsquare/ https://x.com/SharporSquare_ See omnystudio.com/listener for privacy information.

    41 min
  3. NBA PLAYOFFS BETTING PREVIEW with Jason Timpf

    14 APR

    NBA PLAYOFFS BETTING PREVIEW with Jason Timpf

    The NBA Play-In Tournament tips off tonight, paving the way for the official start of the NBA Playoffs this Saturday. Joining us to discuss all things betting in the NBA Playoffs is the host of Hoops Tonight and our Volume podcast colleague Jason Timpf! Jason joins betting expert Chad Millman and professional gambler Simon Hunter to break down the four established matchups in the first round. In the Eastern Conference those matchups include Jalen Brunson and his New York Knicks facing the Atlanta Hawks, after a Play-In Tournament showdown between the Miami Heat and Charlotte Hornets, led by star rookie Kon Knueppel. In the Western Conference we have Nikola Jokic and the Denver Nuggets against Anthony Edwards and the Minnesota Timberwolves, along with LeBron James and Luka Doncic leading the Los Angeles Lakers against the heavily-favored Houston Rockets with Kevin Durant. Jason provides his analysis on whether Shai Gilgeous-Alexander and the Oklahoma City Thunder can repeat as champions, and whether Victor Wembanyama and the San Antonio Spurs have what it takes to dethrone them out West. Plus, exotic wagers, futures picks, and more! #Volume 0:03:00 - START 0:14:08 - NBA PLAY-IN TOURNAMENT BEST BETS 0:27:21 - NEW YORK KNICKS VS. ATLANTA HAWKS PREVIEW 0:44:35 - MINNESOTA TIMBERWOLVES VS. DENVER NUGGETS PREVIEW --All lines provided by Hard Rock Bet  Subscribe to Sharp or Square for gambling advice, best bets, and predictions from sports betting experts Chad Millman and Simon Hunter. Follow on all platforms: https://www.instagram.com/sharporsquare/ https://x.com/SharporSquare_ See omnystudio.com/listener for privacy information.

    39 min

About

Betting expert Chad Millman and professional sports gambler Simon Hunter dig into all the spreads for every game, all NFL season long, as they narrow down their five best bets. During football season they share their NFL picks, moneyline parlays, totals, survivor pool picks and more. And during the offseason, Chad and Simon share what the wiseguys are saying, and help you get a leg up on the competition across a variety of sports. So whether you're filling out NFL pool picks with your friends, heading to Las Vegas, or just a fanatic for the NFL Draft, preseason, and the 24/7 football news cycle, make Sharp or Square your best bet all year 'round.   

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