Rob Gronowski in front of a mic (left) and Bill Belichick laughing (right)Rob Gronowski and Bill Belichick (Photos via @_MLFootball/X)
The news of Bill Belichick’s relationship with a 24-year-old former cheerleader was precisely that to us: news. And it was the case for most.

But, boy, did Rob Gronowski know what he was talking about when he roasted the 72-year-old for dating outside his age range last month.

Gronk, a former star tight end for the New England Patriots and Tampa Bay Buccaneers, was one of the performers at ‘The Roast of Tom Brady,’ hosted by Netflix early last month.

While most people were taken aback by TMZ’s bombshell report, which outlined Belichick’s relationship with Jordon Hudson, the four-time Super Bowl winner wasn’t one of them.

Rob spoke about Bill scouting his girlfriend at Foxborough High School during the viral event in a joke many people failed to catch. But it all makes sense now.

“Coach, you used to talk about Foxborough High School when we sucked,” he said while on stage. “But now I know why you were so obsessed with Foxborough High School: you were scouting your new girlfriend.

“I mean coach, my joke wasn’t f***** up but that’s f**** up. You’re 73 years old, you should be trying to bang someone your own age – like Nikki [Glazer].”

In case you don’t recall the joke, you can check it out below:

 

Bill Belichick Was Flight Macking

According to TMZ, Bill Belichick met his new GF, Jordan Hudson, on a flight from Boston to Florida, and they bonded over a school project, which we presume he pretended to be interested in.

The two are understood to have exchanged information and kept in touch; they moved out of the friend zone shortly after the ex-NFL coach broke up with longtime partner Linda Holliday.

The new couple were spotted together on a few occasions this year but stepped up their publicity when they attended Tom Brady’s Patriots Hall of Fame induction ceremony this week.

VIDEO: Tom Brady Totally Embarrassed Bill Belichick By Bringing Up His Shirtless Booty Call Video During Netflix Roast

Bill Belichick and Tom Brady at Netflix roastBill Belichick and Tom Brady (Photo via PatsBuzz/Twitter)


There were jokes about Gisele Bundchen, deflate-gate, the failure of cryptocurrency, and other topics in the Netflix roast of Tom Brady. During the mocking of the former quarterback for the New England Patriots, Tom Brady, the man of the hour, did not mince words with Bill Belichick.

Uncensored comedy abounded throughout the evening, and when Brady eventually took the stage to close it out, he cracked a fantastic joke about his former coach.

“Everybody asks me which ring is my favorite,” Brady said. “I used to say ‘the next one.’ But now that I’m retired, my favorite Ring is the camera that caught Coach Belichick slinking out of that poor girl’s house at 6 a.m. a few months ago… hey, you’ve still got it! Respect, baby.”

Belichick could only produce an uncomfortable grin as Tom Brady pointed at him from the stage.

Tom Brady was referring to last year when a Ring security camera video leaked showing the former New England Patriots head coach walking out of a residence shirtless before taking a couple of deep breaths and walking out of frame.

 

Around that time, Belichick had recently broken up with longtime girlfriend, Linda Holliday, so there’s also speculation about how the clip could have something to do with their rupture.

Four months later, Belichick would lose his job and not find another one during the most recent coaching cycle around the league.

Brady wasn’t the only former Patriot who cherished the chance to joke with the coach who would one day be inducted into the Pro Football Hall of Fame. Rob Gronkowski and Julian Edelman, the champions of the Super Bowl, also had a shot.

For the cornerstones of the Patriot dynasties, it seemed like a somewhat healing evening. Finally, they were ready to let their hair down for an unforgettable night in Los Angeles. The franchise veterans had been keeping everything under wraps for years, and it came out in a joking manner.

Bill Belichick, Tom Brady Cleared The Air In 2021

Bill Belichick and Tom Brady (Photo by Kathryn Riley/Getty Images)
After the Tampa Bay Buccaneers barely got a victory over the New England Patriots in 2021, Tom Brady and New England head coach Bill Belichick met for a quick hug at midfield, but their genuine embrace would come off camera.

Brady and Belichick reportedly had a much longer interaction with each other in the Tampa Bay locker room as they both would walk out together, per CBS News.