Is the NFL commissioner trying to renege on date with Dave Portnoy?

Last week, the founder of Barstool Sports, Dave Portnoy, was the highest bidder in a unique auction that would allow the lucky winner to spend an evening watching an NFL game with league commissioner Roger Goodell. Portnoy paid $250,000 for the opportunity, which will see Goodell invite the entrepreneur into his home when, and if, the football season gets underway. However, Goodell may not be totally pleased with the outcome of the auction, and might try to do something to sabotage it. There are even lines up on the odds of whether or not the encounter will take place.

Goodell and Portnoy don’t exactly see eye to eye on a lot of subjects. It could because the commissioner was slammed by Portnoy during “DeflateGate” in 2015. At one point, Portnoy became so incensed with Goodell that he began wearing a T-shirt of the commissioner sporting a red clown’s nose. Things got so heated that, last year, Portnoy was booted from Super Bowl LIII and banned from NFL Media Night.

The money raised was for a good cause – providing relief to those who have been economically impaired from the coronavirus. Portnoy is publicly excited about his ability to give some assistance, made possible by the acquisition of his company by Penn National Gaming, explaining in a video posted on Twitter, “Two hundred and fifty grand. A quarter Milly. That’s how much it cost me. Good charity. Great charity. I’m happy to give the money. Let’s help people. Let’s go watch some football, Roger. I got some questions. We got all day. Football takes, what, three, four hours? No handcuffs, no jail. I paid fair and square. I won. Quarter Milly. Me and you, Roger. Let’s put that money to good use. You know, I’m happy to donate it. Let’s talk.”

The NFL and Goodell saw the auction as a perfect opportunity to support financial relief efforts, but probably didn’t think things all the way through. If Goodell were to reject the encounter, the NFL would have to return Portnoy’s money and hold the auction again. That could lead to a weaker response and even a lawsuit by Portnoy for breach of contract. However, if the commissioner invites Portnoy into his mancave, there’s no telling what will happen. Portnoy admits that he is a “walking GoPro” and will have no qualms about airing everything he encounters, much to the chagrin of Goodell.