Podcast
Sharp or Square
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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.
134episodes
Episodes
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NBA CONFERENCE FINALS BETTING UPDATE: Knicks vs. Cavs, Spurs vs. OKC
May 1900:42:32Summary readyOnly four NBA squads remain in contention for the Larry O'Brien Trophy, as the best basketball teams in the world battle on the hardwood. Betting expert Chad Millman and professional gambler Simon Hunter welcome back NBA expert Jason Timpf of the Hoops Tonight podcast to break down the NBA Conference Finals from a betting perspective. The San Antonio Spurs sent shockwaves across the sporting world with an otherworldly performance in Game 1 of the Western Conference Finals last night against the Oklahoma City Thunder. Two-time MVP Shai Gilgeous-Alexander fell short against Victor Wembanyama, who put on one of the greatest playoff displays in basketball history. Do they have what it takes to finish off the defending champions? In the Eastern Conference Finals, Jalen Brunson and Karl-Anthony Towns have the favored New York Knicks ready punch their tickets to the NBA Finals against Donovan Mitchell, James Harden, and the Cleveland Cavaliers. With Madison Square Garden will be rocking like never before, do the Cavs stand a chance in the Big Apple? Chad, Simon, and Jason offer their best bets, picks and predictions on all the NBA playoff action. #Volume 0:03:00 - START 0:05:47 - GUEST JASON TIMPF 0:06:40 - WESTERN CONFERENCE FINALS PREDICTIONS 0:24:13 - SPURS THUNDER GAME 2 BEST BETS 0:31:33 - CAVALIERS VS. KNICKS PICKS & PREDICTIONS 0:49:30 - NBA FINALS BETTING PICKS & PREDICTIONS -- 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.
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NFL MAILBAG - De'Von Achane Contract, NFL Schedule and More
May 1400:48:26Summary readyBefore the full 2026 NFL schedule releases tonight, hosts Chad Millman and Simon Hunter are joined by longtime producer Matt Mitchell for a special NFL Mailbag episode. Together they discuss the new contract extension for Miami Dolphins running back De'Von Achane, the Pittsburgh Steelers' drama surrounding Mike McCarthy and Aaron Rodgers, along with Kyler Murray as a Minnesota Viking. We also hear about John Harbaugh's expectations with the New York Giants, an NFL Thanksgiving Day that includes the Philadelphia Eagles, Chicago Bears and Buffalo Bills, plus Chad's fear of "dead small- to medium-sized animals." #Volume -- 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.
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Covering The World's Best Gamblers with Writer Kit Chellel
May 1200:36:10Summary readyToday we bring you the author of one of the world's most epic gambling stories. Award-winning writer Kit Chellel is a reporter for Bloomberg & Businessweek Magazine, where he covers sports betting and financial scandals. His work has been featured in the Wall Street Journal, the Washington Post and the Chicago Tribune, among many other prestigious publications. Most importantly for today, he’s the author of the wonderful new book LUCKY DEVILS: The True Story of Three Rebel Gamblers Who Beat the Odds & Changed the Game, available now wherever books are sold. Today he discusses the wild and raucous story that began in late 1970s Las Vegas, a tale described by critics as “a rollicking true story of a trio of gamblers hell-bent on beating the house.” Kit has spent years covering the exploits of a team of professional gamblers, including the infamous Billy Walters and horseracing kingpin Bill Benter, and has grown nearly as familiar with the world of betting as our hosts Chad Millman and Simon Hunter. Kit also discusses what it's like covering the secret world of the biggest gamblers in the world, and how Artificial Intelligence is revolutionizing the world of sports betting and casino wagering. #Volume -- 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.
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NFL DRAFT ANALYSIS Part 2: AFC Draft Board Recap
May 700:49:45Summary readyThis week we dive into the NFL Draft selection of every team in a special two-part episode, wrapping up with today's show covering the AFC. Betting expert Chad Millman and professional gambler Simon Hunter are joined by special guest James Weaver of Sports Info Solution. Together they discuss the picks they loved and hated, including the Kansas City Chiefs trading up for Mansoor Delane, the Las Vegas Raiders taking Fernando Mendoza, and David Bailey landing with the New York Jets. Plus, our duo discuss if the Cleveland Browns are ready to make a run, cover the Jacksonville Jaguars' bizarre draft strategy, and Simon lets us know a few names that remain good values for Rookie of the Year. #Volume 0:03:00 - START 0:07:20 - BALTIMORE RAVENS DRAFT RECAP 0:11:15 - BUFFALO BILLS DRAFT RECAP 0:14:34 - CINCINNATI BENGALS DRAFT RECAP 0:17:00 - CLEVELAND BROWNS DRAFT RECAP 0:23:40 - DENVER BRONCOS DRAFT RECAP 0:25:00 - HOUSTON TEXANS DRAFT RECAP 0:27:00 - INDIANAPOLIS COLTS DRAFT RECAP 0:29:00 - JACKSONVILLE JAGUARS DRAFT RECAP 0:31:00 - KANSAS CITY CHIEFS DRAFT RECAP 0:35:30 - LA CHARGERS DRAFT RECAP 0:42:55 - LAS VEGAS RAIDERS DRAFT RECAP 0:47:50 - DOLPHINS, NEW YORK JETS & PATRIOTS DRAFT RECAP 0:52:35 - PITTSBURGH STEELERS DRAFT RECAP 0:56:45 - TENNESSEE TITANS DRAFT RECAP -- 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.
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NFL DRAFT ANALYSIS PART 1: NFC Recap
May 500:51:41Summary readyThis week we dive into the NFL Draft selection of every team in a special two-part episode, starting with the NFC in this episode, 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 betting expert Chad Millman and professional gambler Simon Hunter discuss the picks they loved and hated, including the L.A. Rams trading up for Ty Simpson, the Arizona Cardinals paying dearly for Jeremiyah Love, and Caleb Downs going to the Dallas Cowboys. Plus, our duo argue whether New York Giants coach John Harbaugh is overrated, cover the San Francisco 49ers' incoherent draft strategy, and Simon informs us that the Green Bay Packers could snag A.J. Brown in a trade with the Philadelphia Eagles instead of the New England Patriots. #Volume 0:00:00 - START 0:04:00 - ARIZONA CARDINALS DRAFT RECAP 0:06:02 - ATLANTA FALCONS DRAFT RECAP 0:08:02 - CAROLINA PANTHERS DRAFT RECAP 0:10:20 - CHICAGO BEARS DRAFT RECAP 0:13:22 - DALLAS COWBOYS DRAFT RECAP 0:16:12 - DETROIT LIONS DRAFT RECAP 0:19:55 - GREEN BAY PACKERS DRAFT RECAP 0:22:00 - LOS ANGELES RAMS DRAFT RECAP 0:23:50 - MINNESOTA VIKINGS DRAFT RECAP 0:25:50 - NEW ORLEANS SAINTS DRAFT RECAP 0:27:50 - NEW YORK GIANTS DRAFT RECAP 0:34:00 - PHILADELPHIA EAGLES DRAFT RECAP 0:39:00 - SEATTLE SEAHAWKS DRAFT RECAP 0:42:00 - SAN FRANCISCO 49ERS DRAFT RECAP 0:45:00 - TAMPA BAY BUCS DRAFT RECAP 0:48:00 - WASHINGTON COMMANDERS DRAFT RECAP -- 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.
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KENTUCKY DERBY BETTING PREVIEW
Apr 2900:37:04Summary readyOne 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.
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NFL DRAFT Betting Recap: Picks & Predictions Results
Apr 2800:52:31Summary readyThe 2026 NFL Draft is a wrap! From Fernando Mendoza to Mr. Irrelevant, this year's Draft leaves much to discuss in this episode, sponsored by ZBiotics. Go to https://zbiotics.com/SHARPORSQUARE and use SHARPORSQUARE at checkout for 15% off any first time orders of ZBiotics probiotics.Betting expert Chad Millman and professional gambler Simon Hunter welcome back NFL Draft betting guru Derek Brown of FantasyPros to discuss the betting results of their favorite picks and predictions, including Ty Simpson's first round shocker to the L.A. Rams, Jeremiyah Love's new contract with the Arizona Cardinals, and Caleb Downs sliding to the Dallas Cowboys.Today our trio judge the best and worst NFL Draft performances, look at who got the most bang for their Draft buck, which teams seemed incoherent in their strategy, and more. #Volume -- 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.
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FINAL NFL DRAFT BETS: Player Props, Picks and Predictions
Apr 2300:32:36Summary readyThe waiting is over! The 2026 NFL Draft starts TONIGHT in Pittsburgh, as betting expert Chad Millman and professional gambler Simon Hunter welcome back NFL Draft betting guru Derek Brown of FantasyPros to discuss their final player props, betting picks and predictions for the first round and beyond.Today our trio looks at the final offerings in the NFL Drafter betting market, along with analyzing any potential trades. Plus, we hear the speculation regarding Alabama QB Ty Simpson, who is now the odds-on favorite to be drafted by the Arizona Cardinals. We also hear about Ohio State wideout Carnell Tate, Notre Dame running back Jeremiyah Love, Caleb Downs, the Houston Texans’ draft plans, and so much more. #Volume -- 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.
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2026 NFL DRAFT Betting Picks & Predictions - Ty Simpson, Jeremiyah Love and more
Apr 2100:40:55Summary readyThe 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.
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NFL Draft Betting Update: Rueben Bain, Ty Simpson Odds & More
Apr 1600:42:41Summary readyThe first round of the 2026 NFL Draft is now one week away, as betting expert Chad Millman and professional gambler Simon Hunter welcome back NFL Draft betting guru Derek Brown of FantasyPros. As new betting options continue to emerge, today our trio examines the impact of the latest draft news on the market overall. University of Miami defensive end Reuben Bain has become embroiled in a controversy surrounding a fatal car crash from 2024, with timing reminiscent of Laremy Tunsil's draft saga 10 years ago. We also have prices posted on Alabama quarterback Ty Simpson's landing spot in the draft, with 20 teams currently listed at 100-1 odds or higher. Plus, we hear more picks and predictions from Derek and Simon as sportsbook operators prepare to open the floodgates of NFL Draft props. #Volume -- 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.
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