Barstool Sports CEO Dave Portnoy celebrates $1million winning bet as Michigan – his alma mater – pulls off wild comeback victory over Alabama in Rose Bowl to advance to title game

  • The 46-year-old businessman was at the game with his mom, Linda, and friends 
  • Michigan will either play Texas or Washington in the National Championship title 
  • provides all the latest international sports news 

Barstool Sports founder Dave Portnoy celebrated a huge $1million payday on New Year’s Day after his alma mater, Michigan, pulled out a 27-20 overtime win against the Alabama Crimson Tide. 

The 46-year-old businessman was in a box with friends and his mother, Linda, at the Rose Bowl in Pasadena, California, when the Wolverines scored a touchdown on their opening drive in the extra frame. After stopping the Crimson Tide on defense on the ensuing possession, Portnoy claimed he won $1 million. 

‘Alright, emergency press conference. Holy f***ing s***. I’m a million bucks f***ing richer. We’re going to Houston!’ said Portnoy in a self-filmed video shared on X, also known as Twitter, after the game. 

‘Finally, the Big Ten punched the SEC in the mouth, watch your teeth break. Tale of two halves. We dominated the first, they dominated the second. Both of us made f***ing mistakes everywhere but when it was on the line, […] it was the Michigan men who stood up and made plays when we needed to. ‘

Portnoy was then quick to brush off his six-figure win, telling his followers ‘it’s all about the natty’ before he apologized to ‘Roll Tide Willie’ – a huge Alabama fan on social media – for the outcome of Monday night’s matchup. 

Dave Portnoy, 46, was in disbelief when Michigan beat Alabama in overtime in in the Rose Bowl

The Wolverines scored a touchdown a little less than five minutes into OT to see of the Tide

The Wolverines scored a touchdown a little less than five minutes into OT to see of the Tide

‘It’s our f***ing time!’ he added. The Wolverines will face either the Texas Longhorns or the Washington Huskies in Houston, Texas, next on January 8.

Portnoy said he placed his bet on Michigan at the start of last month, just six days after vowing to quit gambling following a ‘monster’ defeat on an NFL game between the Philadelphia Eagles and Buffalo Bills. 

Not long beforehand, he faced some backlash for putting his Barstool Sports’ reality TV show – ‘Surviving Barstool’ – behind a paywall.

On the last day of November, he revealed the reason behind his highly publicized split from ex-girlfriend and model Silvana Mojica, 28. The couple dated for around three years.

Also in November, Portnoy threatened to sue the Cincinnati Bengals after losing a $120,000 bet on them to win against the Baltimore Ravens.

According to The New York Times, Portnoy failed for bankruptcy in 2004, after losing $30,000 in bets and amounting to $59,000 in credit card debt. He once owed his dad, a lawyer, $18,000, too.

Barstool Sports’ former parent company, Penn Entertainment, denied those claims, at the time of the story’s release in November 2022.