Bill Belichick Dating Girlfriend Jordon Hudson: How Long Has It Really Been?

You’ve probably seen the photos. Bill Belichick—the man who spent decades scowling on the New England Patriots sideline in a chopped-sleeve hoodie—grinning like a teenager while doing "aerial beach yoga" or walking a red carpet in New York. The reason? Jordon Hudson.

Ever since the legendary coach and the former competitive cheerleader went public, everyone has been asking the same thing: How long has Bill Belichick been dating his girlfriend?

The answer is a bit of a moving target. If you go by when they "hard launched" on Instagram or at a fancy gala, it feels relatively new. But if you look at the receipts—the actual, physical receipts like a signed philosophy textbook—this story goes back much further than most people realize. Honestly, it’s a timeline that spans more than four years of "knowing" each other and at least two years of actual dating.

The Meet-Cute on a Flight to Florida

It all started on a plane. Seriously.

Back in February 2021, Bill Belichick was still the king of Foxborough and still very much in a long-term relationship with Linda Holliday. He was on a flight from Boston to Florida when he ended up seated near Jordon Hudson, who was then a student at Bridgewater State University.

She wasn't reading a gossip mag or watching an in-flight movie. She was studying. Specifically, she was deep into a textbook titled Deductive Logic by Warren Goldfarb.

💡 You might also like: Birth Date of Pope Francis: Why Dec 17 Still Matters for the Church

Apparently, that was the ultimate icebreaker for the NFL’s most cerebral coach. They struck up a conversation about philosophy and logic. Before they landed, Belichick signed her textbook. He wrote: "Jordon, thanks for giving me a course on logic! Safe travels!" He even listed out the years of his Super Bowl wins next to his signature. A bit of a flex? Definitely. But it worked. They exchanged numbers and stayed in touch as "friends" for a while.

Pinpointing the Start: How Long Has Bill Belichick Been Dating His Girlfriend?

If you’re looking for the exact moment they became a couple, you have to look at 2023. While the world didn't find out until the summer of 2024, the relationship was already "going strong" behind the scenes long before that.

Here is how the timeline actually breaks down:

• February 2021: They meet on the flight and exchange numbers.
• Late 2022 / Early 2023: Belichick and his longtime partner Linda Holliday quietly split after 16 years.
• January 2023: Bill and Jordon are spotted together for the first time in New Orleans. At the time, nobody knew who she was. She was just a "mystery brunette."
• September 2023: They are seen again on a dinner date in New Orleans.
• June 2024: TMZ breaks the news that they are officially a couple.
• January 2026: Jordon posts on Instagram celebrating their "fourth calendar year" together.

So, when people ask how long has bill belichick been dating his girlfriend, the technical answer is about three years of romantic involvement, preceded by two years of knowing each other. Jordon herself recently posted that 2024 didn't change anything for them except for "public knowledge." They’ve been a unit for a while.

The Age Gap and the Public Backlash

Let’s address the elephant in the room: the age gap. It’s 48 years. Or 49, depending on the month. Bill is 73, and Jordon is 24.

📖 Related: Kanye West Black Head Mask: Why Ye Stopped Showing His Face

When the news first dropped, the internet went into a tailspin. People pointed out that Jordon was essentially a newborn when the famous "Tuck Rule" game happened. Even Snoop Dogg got a dig in during the 2025 NFL Honors, joking that he’s been a fan since before Belichick’s girlfriend was born.

How do they handle it? Mostly by ignoring it or poking fun at it. Jordon has been known to post "love is not logical" hashtags, a nod to that first textbook they shared. She’s also become quite the gatekeeper of their privacy. During a CBS interview in April 2025, she famously stepped in to shut down a reporter who asked how they met, saying, "We’re not talking about this."

Life After the Patriots: The UNC Era

The relationship has coincided with a massive shift in Belichick’s career. After leaving the Patriots, he took the head coaching job at the University of North Carolina at Chapel Hill for the 2025 season.

Throughout that first season—which was, frankly, a bit of a struggle on the field—Jordon was a constant fixture. She wasn't just a girlfriend in the stands; reports surfaced that she was helping manage "Belichick Productions" and acting as a sort of business manager.

Some critics at UNC haven't been thrilled. When the team went 4–8 in 2025, some fans pointed to the "circus" surrounding the coach’s personal life as a distraction. But if you know Bill, you know he doesn't care what the fans think about his private life. He’s always done things his way.

👉 See also: Nicole Kidman with bangs: Why the actress just brought back her most iconic look

What Most People Get Wrong

There’s a common misconception that Jordon is just a "pageant girl" (she did place third in Miss Maine USA 2025, by the way). But she’s actually a bit of a powerhouse in her own right.

She holds a philosophy degree and runs a holding company called Trouble Club Enterprises. She’s also been a vocal advocate for the fishing industry in Maine. She isn't just following him around; she’s actively building her own brand while managing the "retirement" (or second act) of one of the greatest coaches in history.

The Bottom Line on the Timeline

So, to recap the math: they met five years ago, started dating roughly three years ago, and have been public for about a year and a half.

As of January 2026, they appear more solid than ever. Jordon recently posted about "taking punches" for him in the new year, which suggests they aren't going anywhere. Whether he’s coaching at UNC or eventually heading back to the NFL, it looks like Jordon Hudson will be the one holding the clipboard for his personal life.

If you're following this story, keep an eye on Jordon's social media. She tends to drop more information there than Bill ever would in a press conference. You can expect more "meetiversary" posts every February 11th, marking that fateful flight where a logic textbook changed everything.

For those looking to keep up with the latest on the Belichick-Hudson era, focusing on the official North Carolina Tar Heels updates or Jordon’s public business filings for Trouble Club Enterprises is the best way to see how this partnership continues to evolve beyond the tabloid headlines.