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…

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 Hunt…

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 Millma…

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…

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! Toge…

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 Footb…

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 a…

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 …

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…

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'Brie…