Dave Portnoy makes startling prediction for Jake Paul vs. Mike Tyson fight

Barstool boss Dave Portnoy is ready to ‘drop the hammer’ on betting on Jake Paul to beat Mike Tyson in their highly anticipated boxing match on Friday night.

Portnoy viewed Paul’s odds as a -200 favorite, or a two-thirds chance of winning, and is willing to bet an exorbitant amount on the 27-year-old. Tyson’s odds were set at +160.

Paul’s fight against 58-year-old Tyson has cornered a unique audience in the sporting world, which will be broadcast live on Netflix tonight, due to their difference in age and experience in combat sports.

“The post-prison Mike Tyson was a shadow of himself,” Portnoy said on X. “He wasn’t even a good fighter. He lost just like his last four fights against tomato cans. That Mike Tyson might not beat Jake Paul. Now, Mike Tyson, at (almost) 60 years old, that guy shouldn’t even be in the ring.”

‘For me this is a reputation bet. Jake Paul minus-200 will be the best bet I see in my life, it could be wrong. That’s how I feel. This is how I feel in my plums, in my guts, in my balls. I don’t even know how there’s a line on it. I don’t even know how I can bet, but you can. I thought it was a Netflix circus.”

Portnoy said he was a big Mike Tyson fan during his dominant run in the 1980s and 1990s. The Barstool boss also bet on Paul to win the only fight he has ever lost to Tommy Fury.

Dave Portnoy is ready to drop the hammer on a huge bet from Jake Paul against Mike Tyson

The Barstool boss has claimed he is betting an exorbitant amount against Tyson on Friday

The Barstool boss has claimed he is betting an exorbitant amount against Tyson on Friday

“Jake Paul takes it seriously, and he’s fighting an old man,” Portnoy continued. “You can bet that this fight… And I’ve never loved anything more in my life than Jake Paul minus-200. It should be minus-100,000.”

Portnoy has not publicly disclosed how much he is betting on Paul, but he has wagered hundreds of thousands of dollars on sports bets he was less confident in than this one.

Tyson, 58, hasn’t had a non-exhibition match since 2005 and drew with Roy Jones Jr. in 2020. in a fight that was scored by the WBC.

Still, “Iron Mike’s” latest legacy leans heavily on the nostalgia of his dominant run in the 1980s and 1990s.

Paul’s rise as a boxer has come with an asterisk, with limited fights against people trained primarily in the sport. Of his eleven professional fights, only three have come against real boxers.

Tyson would be fourth, with Fury being Paul’s only opponent of similar age and experience.