Cashing her Beli-check! How Jordon Hudson, 25, quietly amassed multi-million real estate empire while hooking up with the sports legend, 74… before ‘ditching him for new man’

Bill Belichick’s 49-years-younger girlfriend catapulted herself into the limelight when she muscled in on his CBS interview. 

But awkward headlines weren’t the only thing Jordon Hudson was making in her time with the NFL great. The former cheerleader quietly amassed a real estate portfolio worth $9.1 million since the controversial couple began dating, the Daily Mail can reveal.

Hudson snapped up at least four properties, including one worth $3 million, which were all purchased after she first met the former New England Patriots coach, 74, in 2021. Their relationship, it emerged on Friday night, ended quietly in late 2025 and Hudson is already believed to be dating other people.

Remarkably, public records reveal Belichick’s ex-girlfriend has already paid off the mortgages on all of these homes. 

Since she began dating the eight-time Super Bowl winner, Hudson also registered 18 companies, several with names that suggest she has some control over his affairs.

Hudson, the daughter of a fisherman from Maine, also managed to secure the services of a high-end wealth manager whose firm requires its clients to have at least $2 million in assets.

Neither Belichick nor Hudson responded to the Daily Mail’s request for comment.

The legendary NFL coach, who is said to be worth around $70 million, refers to Hudson as his ‘idea mill and creative muse’ in his memoir, which he released in May 2025.

Hudson’s role in Belichick’s life became a topic of national conversation after she interrupted his CBS interview about his book to shut down questions about how they met.

‘We’re not talking about this,’ she said, even though the reported story of the pair meeting on a plane appears to be innocuous.

Hudson, who was also competing in the Miss Maine USA beauty pageant last year, was said to have stormed out of the interview for 30 minutes and delayed the filming.

Friends of Belichick reportedly raised concerns that the relationship is a ‘runaway train’ and claim Hudson ‘saw an opening and took it’ with him.

They were said to be staging an intervention but ‘very gently because they know how deep in he is,’ the New York Post claimed.

The full extent of Hudson’s assets will likely raise further questions about her relationship with Belichick, who is infamous for being a micromanager.

Records obtained by the Daily Mail show three of Hudson’s properties were bought in a cluster within three days of each other in December 2023, when Belichick was still in charge of the New England Patriots, during his 24th and final season.

Suffolk County deed records show that Hudson bought two large townhouses in Dorchester, Massachusetts, on December 1, 2023 – one worth $2.2m and the other $2.3m. Hudson got a $1.1m mortgage on both properties, which are each divided into three large apartments. 

One four-bedroom apartment in the first building is currently available for rent at $4,900 a month.

Then on December 8, 2023, Hudson took out a mortgage on her most expensive property yet: a $3million, three-bedroom family home in the Roxbury Crossing area of Boston.

Yet again, she got a $1.1million mortgage on the property.

A fourth property – bought nearly two months before the other three houses – is a two-bedroom, 1,200sq ft cottage located in Harwich, Massachusetts. It was purchased on October 18, 2023 for $610,000 and property records show it had a mortgage of $488,000.

Hudson used a trust called the TCE Trust, created on June 12, 2023, to help with the transaction.

But the most intriguing twist was yet to come: According to Massachusetts property records, all four mortgages were paid off within a week of each other in late January this year.

The 18 companies set up by Hudson are mostly in the state of Massachusetts.

Some were set up to help her buy properties, such as TCE Cottage LLC, but others suggest she could be more involved in running Belichick’s life.

Among them is Trouble Club Enterprises LLC, set up on January 20 this year.

On her LinkedIn page, Hudson says she is chief executive and founder of a company of the same name.

The LinkedIn page also states that, as of August last year, Hudson has been chief operating officer of ‘Belichick Productions’.

A company by that name was set up in New Jersey on April 17 2025 but it is unclear if it is related to Hudson.

Other companies set up by Hudson include ‘All BB Team LLC,’ an apparent reference to Belichick, ‘Chapel Bill LLC’ and ‘Coach Show LLC.’ It is not clear how much she is managing Belichick’s rights and image.

Hudson, a trained cosmetologist, has also set up ‘Roosevelt Glam LLC’ named after one of her middle names.

There are numerous versions of TCE such as ‘TCE Creative Consulting LLC’ and ‘TCE Rights Management.’ There is even a company called ‘TEC Tech Support LLC’ suggesting she is involved in IT too.

On her LinkedIn page, Hudson, a philosophy graduate from Bridgewater State University who only graduated in 2022, states her skills include real estate development, contract management, strategic partnerships, mergers and acquisitions and leadership development.

The names that appear on the property and company documents are Massachusetts real-estate lawyer David Jensen and Joshua Christian, an advisor with Cerity Partners, a high-end wealth management company based in Boston.

On Cerity’s website, the company says that its clients have to have a minimum of $2 million in assets and pay an annual fee of $20,000 to use its services.

The Daily Mail has contacted Cerity and Jensen for comment.

Previous reports have raised questions about how much Hudson is in charge of Belichick’s life. She recently moved with him to Chapel Hill, when the head coach was preparing for his first season coaching college ball for the University of North Carolina.

It soon emerged that Belichick wanted Hudson copied in on all emails between him and Robbi Pickeral Evans, the school’s Senior Associate Athletic Director for External Affairs and Strategic Communications.

In her email signature, Hudson refers to herself as Chief Operating Officer of Belichick Productions.

She had also been involved in negotiations with the NFL about a documentary covering Belichick and UNC, it has been reported.

One of Belichick’s friends told the New York Post: ‘This guy is known as being such a strong voice and in many ways autocratic – and here 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’.