NFL coach Bill Belichick's 25-year-old ex-girlfriend Jordon Hudson has an $8 million real estate portfolio, including three multifamily properties in Boston

It's official: North Carolina football head coach Bill Belichick and Jordon Hudson are no longer dating. The duo, whose relationship made headlines because of a huge age gap, broke up in late-2025, according to reports from the People magazine and TMZ. It has also been reported that despite the split, two remain good friends and committed to their business partnerships. Despite being a former cheerleader and the 74-year-old football coach Belichick's ex-partner, 25-year-old Hudson is also known for her impressive real estate portfolio. It was last year reported that she had amassed an $8 million property portfolio since she began dating the football coach.

3 multifamily properties in Boston

Hudson had bought four properties over the course of a few months toward the end of 2023. She set up an entity called TCE Trust in June 2023 to facilitate those transactions.


According to her LinkedIn profile, Hudson is the founder and chief executive officer (CEO) of Trouble Club Enterprises.

As per the property listings website Realtor.com, Hudson bought three multifamily homes in the greater Boston area in December 2023. She reportedly purchased two Dorchester townhouses in a single day, on December 1, one for $2.2 million and another $2.3 million.

A listing for one of those apartments last year said that it had a "condo quality white shaker cabinet kitchen with white quartz counters, stainless appliances with a large island with seating available opens into the living room with hardwood floors throughout except in the fully tiled bathrooms featuring glass shower doors."

A few weeks after that, Hudson bought a $3 million multifamily home in Boston’s Roxbury Crossing neighborhood, a property that comes with 15 bedrooms and 8.5 bathrooms spread across three apartments.

As per a listing for the property last year, the building was generating a rental income of more than $17,000 per month.

A quaint Harwich cottage

On the documents for the three properties, Hudson reportedly listed her address as a two-bedroom cottage in Harwich, Massachusetts, a place that she had bought for $610,000 in October 2023.

Located on the side of a pond, that house features two bathrooms and a small kitchen, according to a property listing, as reported by Realtor.com.