
Sharp or Square
iHeartPodcasts and The Volume · iHeartPodcasts
Show overview
Sharp or Square launched in 2025 and has put out 112 episodes in the time since. That works out to roughly 95 hours of audio in total. Releases follow a several-times-a-week cadence.
Episodes typically run thirty-five to sixty minutes — most land between 36 min and 1h 1m — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-US-language Sports show.
The show is actively publishing — the most recent episode landed 2 days ago, with 44 episodes already out so far this year. Published by iHeartPodcasts.
From the publisher
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.
Latest Episodes
View all 112 episodesCovering The World's Best Gamblers with Writer Kit Chellel
NFL DRAFT ANALYSIS Part 2: AFC Draft Board Recap
NFL DRAFT ANALYSIS PART 1: NFC Recap
KENTUCKY DERBY BETTING PREVIEW
NFL DRAFT Betting Recap: Picks & Predictions Results
FINAL NFL DRAFT BETS: Player Props, Picks and Predictions
2026 NFL DRAFT Betting Picks & Predictions - Ty Simpson, Jeremiyah Love and more
NFL Draft Betting Update: Rueben Bain, Ty Simpson Odds & More
NBA PLAYOFFS BETTING PREVIEW with Jason Timpf

NFL Quarterback Evaluation with Seth Wickersham of ESPN
Best-selling author and longtime ESPN writer Seth Wickersham has become an expert on how NFL quarterbacks become elite and how professional teams evaluate the quarterback position. That expertise comes from years hearing it directly from NFL legends like Bill Belichick, Tom Brady, Sean Payton, Steve Young, and others.Today, hosts Chad Millman and Simon Hunter welcome back Seth to discuss his take on the 2026 NFL Draft class of quarterbacks, including Indiana’s Fernando Mendoza, Alabama’s Ty Simpson, and LSU’s Garrett Nussmeier. We also hear about his experiences as an embedded reporter with the Denver Broncos throughout last season's playoff run, which led to some incredible moments involving quarterback Bo Nix. They also tackle "helmet scouting," system quarterbacks, how opposing coaches bait star quarterbacks in big games, and so much more. #Volume -- All Lines courtesy of 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.

NFL DRAFT Betting Update: More Prop Bets, Picks & Predictions
The 2026 NFL Draft approaches as host Chad Millman and professional gambler Simon Hunter welcome back NFL Draft betting expert Derek Brown of FantasyPros.Before the Las Vegas Raiders are "on the clock" with the No. 1 overall pick in Pittsburgh on April 23rd, our trio looks for gambling value as a few new betting markets continue to leak out. Today they examine player prop bets and make their picks and predictions on what to expect in the weeks ahead. Plus, we hear more about the smartest strategies on how to approach this unique betting event, as sportsbook operators begin to open the floodgates before the chaos of Draft Night. #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.

FINAL FOUR BEST BETS: March Madness Picks | Arizona vs. Michigan, Illinois vs. UConn
The Final Four is set! The final weekend of the 2026 Men's NCAA Basketball Tournament tips off this Saturday as the Illinois Fighting Illini face the UConn Huskies, while the Michigan Wolverines square off against the Arizona Wildcats. Betting expert Chad Millman and professional gambler Simon Hunter welcome back college basketball bettor Joshua "Duck" Nunn of the Big Bets On Campus podcast to break the games down for our gambling audience. Duck provides his best bets for the Final Four, including college basketball picks and predictions for coach Tommy Lloyd and his Arizona Wildcats, who enter the Final Four as top-seeded underdogs against Michigan and coach Dusty May. Plus, can Illinois coach Brad Underwood get the best of UConn coach Dan Hurley after the Huskies' emotional buzzer-beater victory over the Duke Blue Devils? Who will win in a battle of Andrej Stojakovic versus Alex Karaban? Can Michigan's Yaxel Lendeborg get the better of Arizona's Ivan Kharchenkov and Jaden Bradley? Plus, we also recap the Sweet 16 and Elite 8, which saw our experts nail both their underdog picks on the Tennessee Volunteers and Iowa Hawkeyes. Listen in for everything you need to bet smarter on the Final Four! #Volume 0:00:00 - START 0:03:00 - DUKE VS. UCONN ELITE 8 RECAP 0:14:32 - ILLINOIS VS. UCONN FINAL FOUR PREVIEW 0:21:30 - MICHIGAN VS. ARIZONA FINAL FOUR 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.

2026 NFL DRAFT GAMBLING KICK-OFF
In just three weeks NFL fans will witness the first pick of the 2026 NFL Draft, which takes place in Pittsburgh on April 23rd. Indiana quarterback Fernando Mendoza is the presumed No. 1 overall pick for the Las Vegas Raiders, but after that chaos awaits for fans and gamblers alike! Host Chad Millman and professional gambler Simon Hunter welcome NFL Draft betting expert Derek Brown of BettingPros. Derek is the co-host of the FantasyPros Football Podcast on The Volume, and has bet and tracked the NFL Draft since markets were first made widely available in 2019. He kicks off our coverage of this year's draft, and provides a look at the current betting landscape. What player prop bets are available now? What gambling offerings can we expect in the weeks ahead? How has the betting market around the NFL Draft changed and evolved in recent years? Plus, we hear about the best strategies for how to approach this unique betting event, as sportsbook operators remain skittish and team draft information still at a premium. #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.

SWEET 16 MARCH MADNESS Betting Preview: College Basketball Picks & Predictions
The second week of the 2026 Men's NCAA Basketball Tournament tips off with the Sweet 16 on Thursday and Friday, as teams look to punch their tickets to Elite 8 weekend. Betting expert Chad Millman and professional gambler Simon Hunter welcome back college basketball bettor Joshua "Duck" Nunn of the Big Bets On Campus podcast. Duck provides his best bets for the Sweet 16, including college basketball picks and predictions for underdogs like Iowa Hawkeyes and Texas Longhorns, and how to play the futures betting market after the Duke Blue Devils struggles in the opening rounds. Will the mighty Houston Cougars finally win another championship? Which coaches are primed for even better jobs next season? And can the Tennessee Volunteers pull off more upsets this week? Listen in for everything you need to bet smarter on the Sweet 16! #Volume 0:03:00 - START 0:08:56 - MARCH MADNESS RECAP 0:18:00 - MARCH MADNESS FUTURES BETS 0:20:30 - COLLEGE BASKETBALL COACHING MOVES 0:25:40 - THURSDAY SWEET 16 BEST BETS 0:32:00 - FRIDAY SWEET 16 BEST BETS 0:36:00 - SWET 16 UPSETS & UNDERDOG PICKS -- 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.

MLB SEASON BETTING PREVIEW: Opening Day Best Bets, Futures & More
Spring is in the air and that means Opening Day of the 2026 Major League Baseball season is finally here! Betting expert Chad Millman and professional sports bettor Simon Hunter return to talk all things betting for across MLB, welcoming Payoff Pitch podcast host Sean Zerillo back to the show! Together Chad and Simon talk to their favorite baseball analytics guru about Shohei Ohtani and the juggernaut Los Angeles Dodgers, and whether anyone in the National League can stop them from winning another World Series. We also hear about the mysterious changes to the baseballs themselves across Major League Baseball, and the impact that has on gamblers, fans and teams alike. Plus, we get futures bets from Zerillo for all those looking for action across the entire season, including player milestones, Manager of the Year, Rookie of the Year, pitcher win totals, and much more. Is New York Yankees star Aaron Judge's home run total fraudulent? Are the Pittsburgh Pirates more to blame than the Dodgers for the current state of baseball? And what are the best bets for Opening Day this Thursday? All these questions answered, plus all the baseball picks and predictions you desire on today's episode! #Volume 0:03:00 - START 0:08:12 - THE AI REVOLUTION IN BASEBALL BETTING 0:15:30 - LOS ANGELES DODGERS SEASON PREVIEW 0:24:40 - NATIONAL LEAGUE BETTING PREVIEW 0:26:00 - MLB MANAGER OF THE YEAR BEST BET 0:32:07 - MYSTERIOUS BASEBALL CONTROVERSY 0:39:30 - MLB FUTURES BEST BETS 0:50:47 - BEST BETS FOR MLB OPENING DAY -- 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.

NFL SEASON WIN TOTALS Part 2
After looking at the 10 highest win totals two weeks ago, betting expert Chad Millman and professional gambler Simon Hunter return with more picks and predictions for the 2026 NFL season! And today we wrap up our two-part episode on win totals looking at the other 22 teams across the National Football League. In this episode, our hosting duo discusses the Minnesota Vikings with new quarterback Kyler Murray, and the new-look Pittsburgh Steelers with new coach Mike McCarthy and new acquisitions Rico Dowdle, Michael Pittman Jr., and more. We also dive into the Maxx Crosby trade debacle between the Las Vegas Raiders and Baltimore Ravens, which saw the latter sign free agent pass rusher Trey Hendrickson instead. Will the Chicago Bears ascend even further? Are the Jacksonville Jaguars the new toast of the AFC South? And are the Tennessee Titans better off now than they were a month ago? All of these questions answered and more in today's episode! #Volume 0:09:35 - MINNESOTA VIKINGS 0:13:16 - ARIZONA CARDINALS, LAS VEGAS VEGAS, MIAMI DOLPHINS, NEW YORK JETS 0:16:10 - CAROLINA PANTHERS 0:18:55 - CLEVELAND BROWNS, TENNESSEE TITANS 0:18:05 - ATLANTA FALCONS 0:22:00 - NEW ORLEANS SAINTS 0:26:10 - WASHINGTON COMMANDERS 0:31:25 - DALLAS COWBOYS 0:35:45 - INDIANAPOLIS COLTS 0:37:30 - PITTSBURGH STEELERS 0:39:00 - TAMPA BAY BUCS 0:41:20 - CHICAGO BEARS 0:49:40 - DENVER BRONCOS 0:52:30 - HOUSTON TEXANS, JACKSONVILLE JAGUARS, NEW ENGLAND PATRIOTS -- 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.

MARCH MADNESS BETTING PREVIEW: NCAA Basketball Picks & Predictions
One of the greatest weeks of the gambling calendar is upon us! Tipoff of the 2026 Men's NCAA Basketball Tournament looms, as play-in set the table for 32 incredible games Thursday and Friday, spread across host sites nationwide. Like all red-blooded American gamblers, betting expert Chad Millman and professional gambler Simon Hunter will be partaking in the fun. They've already filled out their brackets in our new free-to-play contest THE VOLUME BRACKET CHALLENGE, presented by Hard Rock Bet. Just CLICK HERE to sign up, fill out your bracket, and earn your shot at our grand prize: a 2-night stay at the Guitar Hotel at Seminole Hard Rock Hotel & Casino in sunny Florida plus $1000 in Bonus Bets to use on the Hard Rock Bet app! To help them catch up on all things betting in the world of college basketball, our duo is joined by betting expert Joshua "Duck" Nunn of the Big Bets On Campus podcast. Duck's passion for betting college basketball is unmatched, and he gives Chad and Simon an overview of this year's top programs like the Duke Blue Devils, Florida Gators and Arizona Wildcats. Plus, we hear his favorite underdog bets for dramatic First Round upsets, along with exotic wagers, totals and more. #Volume 0:03:00 - START 0:13:12 - BEST BET FOR PLAY-IN GAMES 0:22:25 - BEST BETS FOR THURSDAY MARCH MADNESS 0:32:45 - BEST BETS FOR FRIDAY MARCH MADNESS 0:39:03 - SIMON SAYS BEST BET -- 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.

Academy Awards Betting Preview with Michael Lasker
In a podcast tradition unlike any other, preeminent Hollywood insider and Academy Awards savant Michael Lasker joins Chad Millman and Simon Hunter to preview all things betting for Hollywood's biggest night. A longtime talent manager at Mosaic, Lasker has joined the show annually for half a decade now, sharing his wisdom about the Oscars with his photographic memory covering every major category. This year, nominees battling for Best Picture include ‘Marty Supreme,’ ‘One Battle After Another,’ and ‘Bugonia.’ Best Actor nominees include fan favorites Timothee Chalamet and Leonardo DiCaprio, but Michael B. Jordan looks to take home the statue for his role in ‘Sinners.’ Lasker lets our hosts know where betting value can be found across the major categories, including Best Director, Best Actress, Best Screenplay and more. If you're looking to invest in the Academy Awards, you've found the right podcast! #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.

NFL Free Agency Reactions with Bill Barnwell
NFL free agency is underway, and the movement has been fast and furious! Today NFL expert Chad Millman and professional sports bettor Simon Hunter are joined by veteran ESPN writer and personality Bill Barnwell to react to all the offseason action. Tua Tagovailoa was cut by the Miami Dolphins, and will suit up for the Atlanta Falcons this season. Maxx Crosby was the centerpiece of a blockbuster trade from the Las Vegas Raiders to the Baltimore Ravens, joining former MVP Lamar Jackson on a squad with Super Bowl aspirations. Malik Willis will go from backup for the Green Bay Packers to presumptive Miami starting quarterback, and Super Bowl MVP with the Seattle Seahawks Kenneth Walker is headed to the Kansas City Chiefs! These are just SOME of the moves we've seen in the opening days of free agency, with loads more transactions to dissect as bettors and fans alike look to forecast the 2026 NFL season. #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.

Legend of Larry Bird: From Indiana State to NBA Glory with Keith O'Brien
Larry Bird has one of the most unlikely paths to superstardom in the history of the National Basketball Association. On today's episode, New York Times best-selling author Keith O'Brien explains just how preposterous Bird's rise was. From southern Indiana nobody to legendary basketball icon, O'Brien lays it all out in his freshly-released book HEARTLAND: A FORGOTTEN PLACE, AN IMPOSSIBLE DREAM, AND THE MIRACLE OF LARRY BIRD.Fellow best-selling author Chad Millman and professional gambler Simon Hunter ask O'Brien about the adventures he took to write his latest book, building trust with Larry Bird's inner circle as he familiarized himself with the tiny community of French Lick, Indiana firsthand. We also hear about Bird's wild journey from blue blood Indiana University to also-ran Indiana State, and the serendipitous events that led to his fabled 1979 NCAA Finals matchup against Magic Johnson and eventual NBA arrival with the Boston Celtics. #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.