About this episode
The wait is over! FIFA World Cup 2026 begins today as the world's top soccer players assemble for the pomp and pageantry of the globe's preeminent sporting event. Spread across North American host sites from coast-to-coast, fans and bettors alike couldn't be more excited. Here to break down all the World Cup action are betting expert Chad Millman and professional gambler Simon Hunter, who welcome soccer expert Anthony Dabbundo of The Ringer. Together they give their top betting picks and predictions for this five-week tournament, including best bets for the Group Stage, Golden Boot, and U.S. Men's National Team. Will Spain or England win it all? Could Argentina or France upset the favorites? And what can we expect from superstars like Kylian Mbappe, Harry Kane, Mikel Oyarzabal, and Erling Haaland? Does Lionel Messi have enough left in the tank to make a run to the Final? Or will Cristiano Ronaldo remind us all why he's one of the greatest soccer players who has ever lived? All these questions answered and more as FIFA World Cup 2026 kicks off today! #Volume 0:03:00 - START 0:19:00 - TOP WORLD CUP CONTENDERS 0:40:00 - U.S. MEN'S NATIONAL TEAM 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.
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Episode summary
Welcome to Sharper Square, the show that sharpens the square and makes the wise guys listen. I’m feeling great personally—good weather, loving the playoffs, my kid’s about to graduate—but man, sports and betting feel soaked in greed and hypocrisy, and the World Cup has long been the poster child for gouging and double standards.
I live in a host city and there’s no buzz, and ticket prices are wild—hundreds for nosebleeds before fees. The only cool move is real grass in NFL stadiums, which should be the standard, but I still want the World Cup here to feel like a national party.
On that note, the Sorsby case blows my mind: a quarterback who bet on his own games gets a ban overturned and now leads a top program. Fans won’t care and ratings will keep rising, but playing is a privilege—help the kid, yes, yet don’t pretend the field is part of his recovery.
College sports is a business, the NCAA has no juice, and money runs the show. FIFA’s a mess too, even if the tri‑host plan is cool, and the only real pushback is with our wallets, which almost never happens.
Let’s flip from preaching to picks: we brought in Anthony DeBundo for World Cup betting. Before we dive in, your midnight‑sun Knicks watch party in Stockholm sounded like chaos in the best way.
We crammed thirty plus people into a tiny hotel conference room at two in the morning, then stepped into full daylight at halftime—surreal summer magic and a great Knicks win.
Set the table for this new World Cup: how’s the format, and what changes matter for bettors?
It’s forty eight teams for the first time, twelve groups, and most third‑place teams can still advance to a round of thirty two, so upsets get harder. There’s more rest, more travel, heat and elevation to juggle, and the champion now plays an extra match.
England has our hearts, Spain has the market’s respect—how are you two sizing up the elite?
The Cup usually rotates among a tiny club, and Spain look like the safe, stacked choice, with France right there; England are powerful but always heartbreak at the sharp end.
I’ve got Spain too as the most complete, with France’s attack terrifying and England upgraded under a better manager; Argentina belong, though age is creeping in. I’m lower on Portugal and Brazil relative to the odds.
Can we make England our pod team, or am I asking for pain?
Cue the old coming‑home chant, but tread carefully.
You don’t want this life—England always finds a way to rip your soul out; I love Bruno Fernandes and keep flirting with Portugal as a sleeper, but I still wouldn’t tie up a future on England.
England’s defense is elite and the squad balance is better, but the likely knockout path is nasty. Portugal’s midfield is brilliant, yet the Ronaldo‑centric approach slows them and wastes set pieces.
We’re addicts and we know it—FIFA will fleece us and we’ll still line up because we can’t look away.
For casuals who want action, what’s the smartest way to bet this tournament?
Skip longshot outrights; the format protects the giants and Cinderella stories run out of gas. Ride a top nation to win it, and for dark horses, target make‑the‑quarters or make‑the‑semis instead of the whole thing.
Americans want a lane—what’s the U.S. outlook and a clean way to back them?
Their group is tight and fun with Paraguay, Turkey, and Australia, and the U.S. sit narrowly on top in my ranks. The defense and keeper spot are the question, Paraguay are rugged, and their best attacker is out, so expect a cagey opener.
Simon, do you bet this any differently once your flag is in it?
I still hunt edges, but as a fan I’ll keep it simple—USA versus Paraguay, the draw around plus two hundred forty is the value in a low‑event match; betting the U.S. to win the group is more for fun than edge.
Best U.S. angle for me is to reach the round of sixteen at roughly minus one ten, since they’ll likely be favored in the round of thirty two no matter if they finish first or second.
Big Balls Bet of the Week: Morocco to upset Brazil at about plus four fifty, with a safer Morocco plus half a goal near plus one thirty, and a sprinkle on Morocco to win the group.
We’re co‑signing that—Morocco on the moneyline, the half‑goal safety net, and a small stab at the group.
That pick takes real brass.
Anthony, quick one—how do you feel about Norway as a youthful puncher’s chance?
I think France, Senegal, and Norway can all get through because Iraq are so weak, but Norway lack depth to win it and Haaland’s Golden Boot path is rough in that group. Better to bet them to reach the round of sixteen or quarters; I also like Colombia to top Portugal and Ecuador as a rugged dark horse no one wants to meet.
That’s the show—Anthony will be back before the semis. Watch on YouTube, follow and rate the pod wherever you listen, drop five stars, and tell us anything. Love you, bye.