Dave Portnoy reacts to Bill Bill Belichick, 72, dating 24-year-old Jordon Hudson

Dave Portnoy has mixed feelings about Bill Belichick and girlfriend Jordon Hudson‘s age gap.

When the couple came up on Wednesday’s episode of his “BFFs” podcast, the Barstool Sports founder said, “Yikes. Ew. Wow.”

However, he went on to ask listeners “what’s wrong with” the headline-making romance.

Dave Portnoy reacted to Bill Bill Belichick’s new romance. BFFs Podcast/Youtube The Barstool Sports founder doesn’t see anything “wrong with” age gaps. Getty Images

Despite co-host Brianna Chickenfry pointing out the “huge” age difference between the ex-NFL coach, 72, and the 24-year-old former cheerleader, Portnoy shrugged that off.

“It’s a big gap. You guys have problems with age gaps,” he said. “That’s fine. I don’t judge. They met naturally over her homework on a plane. … They’re in love.”

Portnoy, 47, speculated that he’ll “probably see them in Nantucket” as Hudson “has a place” on the Massachusetts island.

The former NFL coach is 72. Getty Images The former cheerleader is 24. Alojzije Jankovic/Instagram

Chickenfry seemingly poked fun at Portnoy’s own relationships with younger women, joking that Belichick has “gotta be 47.”

In April, Portnoy was spotted at a Boston Celtics game with 25-year-old Camryn D’Aloia.

The businessman said on “BFFs” at the time that he felt “panicked” when they were caught on camera, calling it a “very unfortunate” situation.

Portnoy applauded the duo for meeting “naturally” on a plane. AFP via Getty Images He believes they may run into each other on Nantucket. Instagram / @jordon_isabella

Portnoy went on to bring D’Aloia with him when he recorded Alex Cooper’s “Call Her Daddy” podcast the following month.

He blasted Cooper, 29, for letting her listeners know that the social media manager was present, insisting that she was “not [his] new girlfriend.”

Prior to D’Aloia, Portnoy previously dated Silvana Mojica, with he and the 29-year-old model calling it quits in 2023 after more than two years of dating.

Portnoy has had his own age-gap romances and split from Silvana Mojica, 29, last year. GC Images He was most recently spotted with 25-year-old Camryn D’Aloia. Instagram/@camrynkdaloia

As for Belichick, he dated Linda Holliday for 16 years before moving on with Hudson.

The pair met on an airplane in 2022, with a shirtless Belichik caught on a Ring camera sneaking out of Hudson’s Massachusetts home the following year.

Despite keeping their romance under wraps, they were seen on his boat in Nantucket on Wednesday.