Months after successfully pulling the greatest financial coup of the year, Barstool Sports President Dave Portnoy suffered a huge dent in his net worth. During the Buffalo Bills versus Philadelphia Eagles game in November, Portnoy staked a lot of money in the Bill’s supremacy. However, in the tumultuous overturning of the status quo in the final moments of the game, the social media personality lost a heavy sum.

Vowing never to gamble again, he levied many invectives at the “monster bet”. However, just six days later, the Barstool CEO has wagered $1 million on the possibility of the Michigan Wolverines hewing down the Alabama Crimson Tide in the first collegiate football game of the season.

Dave Portnoy’s mind-blowing financial move

The business tycoon has announced his conviction to support his alma mater in the January 2 game. However, there may be underlying reasons for his sudden change of heart rather than just the loyalty factor. This logic comes out in Dave Portnoy’s recent post on X, where he wrote, “I love getting all these losses outta the way. Nothing matters except Rose Bowl“. The massive bet also exhibits his confidence in the Wolverines, who are still No.1 in the league. The opposing team ranks 4 and has held a stellar record in the playoffs so far. Dave Portnoy’s X post was not a snub to the Alabama team, as he clarified in a previous update.

Dave Portnoy wrote, “I like the Crimson Tide, I like their fans, the hospitality, Roll Tide Willie; I’m friends with [Nick] Saban’s daughter Kristen”. However, when it comes to the relationship on the field, he predicted a “curb-stomp”-ing maneuver. While Dave Portnoy is gearing up to count all his earnings on December 2, NFL fans cannot miss a disturbing pattern in Michigan’s previous exploits.

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Michigan’s problematic history

The Michigan Wolverines have been unable to advance beyond the semifinals of the last two college football playoffs. Despite being the Big 10 Champions, the team has lost to Georgia and TCU in 2021 and 2022. Now they face Alabama, whose head coach Nick Saban has garnered a legendary status with his impressive track record. Under Saban’s tutelage, the players have won eight games against the top-ranked teams in the country.

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Now, Jim Harbaugh will undertake the daunting task of leading the Wolverines against the Saban’s powerhouse Alabama team. In the meantime, Dave Portnoy’s $1 million wager has upped the ante for what’s at stake. Will Michigan break the pattern, or is Dave Portnoy heading toward another significant loss? Comment with your thoughts below.

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