From trip attendant to ex-cheerleader to comfort employer, the Gen Z girl of NFL star Bill Belichick is slowly running a rising real estate business, and her residents had no idea.
When Boston renters Andrew Nelson and DeclanO’Brien started paying$ 4, 700 a quarter for a modern, four-bedroom Dorchester room, they had no notion their book checks were going to Jordon Hudson—a 24-year-old past cheerleader who’s dating 73-year-old Patriots icon Bill Belichick, reported the New York Post.
” I was scrolling through X and saw our home in a headline”, Nelson told The Post. ” I was like, what the devil”?

That home is just one home in Hudson’s fast-growing$ 8 million real estate portfolio. Records show she purchased the Dorchester townhouse in 2023 for$ 2.2 million, along with another nearby for$ 2.3 million, a$ 3 million Roxbury townhouse, and a$ 610, 000 Cape Cod cottage now under renovation.
Hudson, who once worked as a flight operator, reportedly met Belichick on a Boston-to-Florida journey in 2021, only 18 months before she began snapping up Boston homes filled with tenants mainly around her time.
” She’s only three years older than me”, said 21-year-old Dominic Fantoni, who splits$ 9, 100 in rent at one of her properties. ” That’s insane. Holy crap”.

Hudson’s background reads like a plot twist: She’s the daughter of a Provincetown fisherman and a sex shop manager. A former pageant contestant and college philosophy student, she’s recently made headlines for her off-camera interjections during Belichick’s CBS interview, most notably halting a question about how they met.
” She seems controlling”, Fantoni said. ” I love Belichick, but this whole thing is weird”.
Despite the shock, Hudson’s tenants admit the properties are in excellent shape and well-run, managed by Boston Property Advisors. ” We’ve never seen her”, said Nelson. ” We had no clue”.
With Belichick’s net worth estimated at$ 200 million, some wonder how much of Hudson’s real estate success stems from the relationship, but others say she’s simply making savvy moves.
” She’s smart”, said 37-year-old neighbor Tina Hudson. ” With all the money he has, why not”?