Tue. Jun 24th, 2025
alert-–-maureen-callahan-dares-to-say-the-unutterable-about-bill-belichick-and-jordon-hudson’s-49-year-age-gap…-but-it’s-what-you’re-thinking-too!Alert – MAUREEN CALLAHAN dares to say the unutterable about Bill Belichick and Jordon Hudson’s 49-year age gap… but it’s what you’re thinking too!

Bill Belichick: Blink twice if you need help.

After the 76-year-old former Patriots coach (and Tom Brady frenemy) appeared with his 24-year-old girlfriend, Jordon Hudson, on CBS Sunday Morning — well, the Internet has cared about little else.

Belichick, one of the greatest NFL coaches of all time, sat for this interview in a stained, ratty sweatshirt with a big hole in the front.

Tony Dokoupil, the reporter, couldn’t help but ask: ‘What’s going on with this sweatshirt?’

Belichick has a history of dressing like a slob while other head coaches do not.

Perhaps he thinks it’s something of a flex, like tech bros and hoodies — communicating that he’s so much better and smarter than the rest of us that he doesn’t need to make an effort sartorially.

But you know, Belichick is not just a football coach anymore, albeit one at a university, unable to find work in the NFL after Patriots owner Robert Kraft fired him.

He’s an author now, trying to flog his new book. So you’d think the guy would step it up. You’d think his girlfriend — who was born when Belichick was 49 years old — would have convinced him to wear something more appropriate. Less homeless-adjacent.

After the 76-year-old former Patriots coach (and Tom Brady frenemy) appeared with his 24-year-old girlfriend, Jordon Hudson, on CBS Sunday Morning - well, the Internet has cared about little else.

After the 76-year-old former Patriots coach (and Tom Brady frenemy) appeared with his 24-year-old girlfriend, Jordon Hudson, on CBS Sunday Morning – well, the Internet has cared about little else.

Belichick, one of the greatest NFL coaches of all time, sat for this interview in a stained, ratty sweatshirt with a big hole in the front.

Belichick, one of the greatest NFL coaches of all time, sat for this interview in a stained, ratty sweatshirt with a big hole in the front.

Because really, Jordon calls the shots, as we learned later in this interview.

But as to the sweatshirt, Belichick said: ‘Well, you can see I’ve worn this one for a while.’

This felt deliberately obtuse – Belichick showing blatant disrespect to one of the few remaining network shows that pulls in a huge, intelligent, older demographic who read and buy books.

And not for nothing, but most book buyers are women. This whole relationship with the much-younger girlfriend, who he poses with for sexy pics on ‘Instaface’, as he calls it, will not appeal.

‘Instaface’. What do these two even talk about?

The Art of Winning is the title of Belichick’s memoir, but this whole sad, humorless segment undercuts that entire premise.

Who wants to take advice on winning from a guy whose career imploded the minute Tom Brady, his star quarterback, left the Patriots?

A guy who refused to go gracefully into that good career night, choosing instead to coach at the University of North Carolina?

Who is dating a woman young enough to be his granddaughter, a brat who snapped, ‘we’re not talking about that’, when Dokoupil dared to ask Belichick how they met?

Before this love story for the ages, Belichick had been in a 16-year relationship with Linda Holliday, an age-appropriate woman with class, dignity and a formidable TV career of her own.

He took up with Hudson not long after that split was announced, but Holliday got her dues. Belichick gave her ‘at least one house on Nantucket’, per reports at the time.

You might ask: why gift real estate — some of the most expensive in the nation — if that break-up was so clean and mutual?

Speaking of awkward questions: Belichick insisted to Dokoupil that Patriots owner Robert Kraft didn’t fire him. Rather, he said, they came to a joint decision that Belichick would leave one of the most storied teams ever.

Belichick: ‘It was a mutual decision for us to part ways.’

Dokoupil: ‘[Kraft] said fired’.

Belichick: ‘It was a mutual decision.’

Again, why would you buy a book on winning from this guy? He can’t, or won’t, admit the undeniable truth.

What do these two even talk about? The Art of Winning is the title of Belichick's memoir, but this whole sad, humorless segment undercuts that entire premise.

What do these two even talk about? The Art of Winning is the title of Belichick’s memoir, but this whole sad, humorless segment undercuts that entire premise. 

Who wants to take advice on winning from a guy who is dating a woman young enough to be his granddaughter, a brat who snapped, 'we're not talking about that', when Dokoupil dared to ask Belichick how they met?

Who wants to take advice on winning from a guy who is dating a woman young enough to be his granddaughter, a brat who snapped, ‘we’re not talking about that’, when Dokoupil dared to ask Belichick how they met?

It all appears to have left CBS News execs furious at Bill. Check out the statement they released on Wednesday, four days after this interview originally aired and went viral.

‘When we agreed to speak with Mr Belichick, it was for a wide-ranging interview. There were no preconditions or limitations to this conversation. This was confirmed repeatedly with his publisher before the interview took place and after it was completed.’

We’re not talking about that.

Bill and Jordon’s origin story has them meeting on a plane in February 2021.

Jordon, a former cheerleader, was apparently reading a college textbook titled Deductive Logic when she caught Bill’s eye.

Deductive logic. Oh, the irony.

Bill: Have you considered this woman is after your money, fame and power?

And who is buying this story anyway? A college student of limited means surely isn’t sitting at the front of the plane with Bill Belichick. Unless…

Now: Would you be shocked to hear that Tom Brady is dating a twenty something influencer?

No. But we never would never hear something like that, because Tom Brady keeps tight control over his private life.

But Hudson, a comparative woman-child, is reportedly running around signing her emails with the title ‘chief operating officer of Belichick Productions’.

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After the CBS interview, Belichick’s friends leaked like a sieve to the press.

According to one insider who spoke to Page Six, Bill’s friends are ‘talking to him about her, but very gently, because they know how deep in he is… He is becoming mush in her hands and letting her direct everything. She is so much younger, so inexperienced and so lacking in perspective and professionalism.’

Other sources told TMZ that Hudson threw a fit and stormed off the set of that interview, causing a 30-minute delay.

Dokoupil said afterwards that Hudson was a ‘constant presence’ throughout the interview.

Meanwhile, another source told TMZ that Dokoupil — who sits next to Gayle King five days a week, so this man has gonads of steel — was left ‘spooked’ by Hudson’s behavior.

The only person doing fine — great, actually — in the wake of this interview is Hudson herself.

She promptly added a new carousel of glamour shots to her Instagram and moved her own story forward by flashing a ring on her engagement finger.

Bill, really: blink twice.

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