Barstool Sports owner Dave Portnoy has made his feelings clear on former New England Patriots head coach Bill Belichick dating a woman who’s 48 years younger than him.

Belichick, 72, is in a relationship with 24-year-old cheerleader Jordon Hudson. TMZ broke the story of their coupling after the iconic coach attended Tom Brady’s Hall of Fame induction with her as a plus-one.

The eight-time Super Bowl winner has been the subject of rife criticism, given the age difference between himself and his novel love interest. However, Portnoy doesn’t understand why it’s a problem.

“It’s a big gap. You guys have problems with age gaps,” he said on the ‘BFF’ podcast on Wednesday (H/T the New York Post). “That’s fine, I don’t judge.”

“They met naturally over homework on a plane,” he added, delving into the report on the way Bill met his new girl.


The two are said to have met on a flight out of Boston in 2021, bonding over Hudson’s school project. They kept in touch and became an item shortly after the former Pats coach split from longtime girlfriend Linda Holliday.

Dave Portnoy Is Hoping To Run Into Bill Belichick And His New GF

Portnoy pointed out he could run into Bill and Jordon in Massachusetts. They were all at Brady’s ceremony, after all.

While Bill Belichick’s relationship was low-profile for several months – possibly longer – his former players were well aware of it. Rob Gronkowski joked about it during Brady’s Netflix roast in early May.

Brady also joked about the Ring recording that surfaced online showing his ex-coach sneaking out of a house without a shirt on.

It’s since been revealed that Bill was exiting his new GF’s residence.