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.
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Episodes
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NBA FINALS BETTING UPDATE: New York Knicks vs. San Antonio Spurs
3d ago00:41:57Summary readyAfter a thrilling Game 1 of the NBA Finals, the best teams in world square off again on Friday night. But only one will lift the Larry O'Brien Trophy! Today we discuss all the best bets for New York Knicks versus San Antonio Spurs in this episode hosted by betting expert Chad Millman and professional gambler Simon Hunter. They welcome back NBA expert Jason Timpf of the Hoops Tonight podcast to break down the NBA Finals from a betting perspective, giving us all the gambling picks and predictions we'll need to profit from this exhilarating series. The San Antonio Spurs sent a clear message across the basketball world with an electrifying performance in the Western Conference Finals, defeating the defending champion Oklahoma City Thunder in seven games. But superstar Victor Wembanyama was a little underwhelming in the first game of the Finals on Wednesday night. Do the favored Spurs have what it takes to defeat the New York Knicks, the winners of 12 consecutive games? In the Eastern Conference Finals, Jalen Brunson and Karl-Anthony Towns punched the New York Knicks' tickets to the NBA Finals with a commanding sweep of the overwhelmed Cleveland Cavaliers. They followed that up with a gutsy come-from-behind double-digit victory in Game 1. Chad and Simon ask Jason Timpf the biggest questions on the minds of NBA bettors as these teams battle on. #Volume 0:03:00 - START 0:06:00 - JASON TIMPF JOINS 0:12:45 - NBA FINALS GAME 1 REACTION 0:24:03 - NBA FINALS GAME 2 BETTING PREVIEW 0:37:40 - NBA FINALS SERIES PROPS AND 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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STANLEY CUP FINALS BETTING PREVIEW & NFL TRADE REACTION - Canes vs. Golden Knights, Myles Garrett Trade
5d ago00:47:38Summary readyThe Vegas Golden Knights and Carolina Hurricanes square off in the Stanley Cup Finals, and today we'll cover all the betting angles in an 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. Before we dive into all the hockey betting action in the battle for Lord Stanley's Cup, betting expert Chad Millman and professional gambler Simon Hunter discuss the massive trades in the NFL this week. The Los Angeles Rams traded Jared Verse and a trove of draft picks to the Cleveland Browns for two-time NFL Defensive Player of the Year Myles Garrett in a shocking move Monday. In addition, the Philadelphia Eagles finally traded wideout A.J. Brown to the New England Patriots in a trade long speculated by the media and insiders. Will this be what puts the Rams back in the Super Bowl? And will this be the missing piece for the New England Patriots? Meanwhile on the ice, guest Michael Leboff of the New York Post offers his best bets, picks and predictions for the Carolina Hurricanes versus Vegas Golden Knights, including pick for the Conn Smyth Trophy and Game 1 tonight in Raleigh. #Volume 0:03:00 - START 0:04:30 - AJ BROWN TRADE REACTION 0:13:50 - MYLES GARRETT TRADE REACTION 0:31:37 - STANLEY CUP FINALS 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 WEEK 1 BETTING LINES - 2026 Regular Season Openers
1w ago00:54:26Summary readyLet's the betting begin! With just over 100 days remaining until kickoff of the 2026 NFL regular season, betting expert Chad Millman and professional gambler Simon Hunter examine the betting lines across all 16 games on the NFL Week 1 slate. Together we hear about the Cleveland Browns as big underdogs against the Jacksonville Jaguars, an Australian divisional game between the San Francisco 49ers and Los Angeles Rams and a matchup of two AFC playoff hopefuls in Buffalo Bills at Houston Texans. We also get a Super Bowl rematch between the New England Patriots and Seattle Seahawks, and a garbage can affair between the lowly New York Jets and Tennessee Titans. Will Patrick Mahomes return to Kansas City in time to host the Denver Broncos? Will Jaxson Dart put it all together for the New York Giants against the Dallas Cowboys? We get all of our duo's picks and predictions for these mid-September matchups, including their first Big Balls Bet of the Week of the 2026 NFL season! #Volume 0:03:00 - START 0:09:00 - PATRIOTS VS. SEAHAWKS 0:12:00 - 49ERS VS. RAMS 0:14:00 - BROWNS VS. JAGUARS 0:17:30 - JETS VS. TITANS 0:19:30 - RAVENS VS. COLTS 0:25:15 - BILLS VS. TEXANS 0:28:00 - BUCS VS. BENGALS 0:31:15 - BEARS VS. PANTHERS 0:42:00 - FALCONS VS. STEELERS 0:44:30 - SAINTS VS. LIONS 0:48:30 - CARDINALS VS. CHARGERS 0:50:00 - DOLPHINS VS. RAIDERS 0:52:00 - PACKERS VS. DOLPHINS 0:54:30 - COMMANDERS VS. EAGLES 0:57:00 - COWBOYS VS. GIANTS 1:00:00 - BRONCOS VS. CHIEFS-- 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 Schedule Release PART 2 with Warren Sharp
2w ago00:30:52Summary readyIn the second part of our episode covering the 2026 NFL regular season release, betting expert Chad Millman and professional gambler Simon Hunter examine more betting angles with data guru Warren Sharp of Sharp Football Analysis. In this episode, our trio looks at the betting implications of rest disparities throughout the league and the terrible hand the Los Angeles Chargers were dealt. They also discuss reasons for the Cincinnati Bengals to feel hopeful, the NFL priority of ratings over rest, and the woeful drafting of the San Francisco 49ers. #Volume 0:03:00 - START 0:03:40 - BETTING IMPLICATIONS OF NFL SCHEDULE 0:07:15 - LOS ANGELES CHARGERS SCHEDULE 0:10:50 - CINCINNATI BENGALS SCHEDULE 0:14:20 - HOW REST DISPARITY HAS CHANGED 0:31:00 - SAN FRANCISCO 49ERS SITUATION -- 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 Schedule Release PART 1 with Warren Sharp
2w ago00:34:10Summary readyThe NFL released the full 2026 regular season schedule last week, with new holiday slates, incredibly consequential prime time matchups and loads of international games. Betting expert Chad Millman and professional gambler Simon Hunter dive into all the implications in a special two-part episode with data guru Warren Sharp of Sharp Football Analysis. In this episode, the trio discusses the legacy of NFL commissioner Roger Goodell, the impact of international games on the league's popularity, and the widening delta in team rest disparities. They dive into the Chicago Bears and Philadelphia Eagles, and marvel at a full season of intentionally impactful prime time matchups. #Volume 0:03:00 - START 0:06:08 - WARREN SHARP JOINS 0:08:32 - PRIME TIME MATCHUPS 0:16:20 - REST DISPARITY 0:20:13 - CHICAGO BEARS SCHEDULE 0:30:45 - PHILADELPHIA EAGLES SCHEDULE 0:35:41 - ROGER GOODELL LEGACY 0:38:13 - INFLUENCE OF INTERNATIONAL GAMES -- 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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NBA CONFERENCE FINALS BETTING UPDATE: Knicks vs. Cavs, Spurs vs. OKC
3w ago00:42:32Summary 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
3w ago00:48:26Summary 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
4w ago00:36:10Summary 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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