They’ve faced rumors, business entanglements, and a public clash with an ex. Now, Bill Belichick and Jordon Hudson may be engaged, capping off one of the most unexpected and complex relationships in recent football history.
With nearly 50 years between them, Bill Belichick and Jordon Hudson were already an unlikely pair. But what began as a quiet connection quickly turned into one of the most talked-about relationships in sports.
From control controversies and trademark scandals to a tense showdown with his ex, Belichick and Hudson’s relationship has already delivered plenty of drama — and now, there may be wedding bells on the horizon.
Before her name was linked to one of the most powerful figures in football, Hudson was carving out her own identity in small-town New England. A former cheerleader and philosophy major, she grew up between two quiet communities, balancing schoolwork with part-time jobs as a henna artist and hairdresser.
On summer days, she offered tattoos to passersby on Commercial Street in Provincetown, sometimes while wearing a sash from a local beauty pageant.
At Nauset Regional High, she led cheers on the sidelines, eventually taking her talent to Bridgewater State, where she helped the school’s squad clinch the 2021 Division III National Cheerleaders Association title.
The next chapter in her story took off — literally — on a flight from Boston to Florida that same year. That’s where she met Belichick, then still head coach of the New England Patriots.
According to a former teammate of Hudson’s, the two struck up a conversation midair over a philosophy project she’d been working on. They exchanged contact information before landing and kept in touch in the months that followed, discussing academics and her cheerleading routines.
That attention recently intensified when signs pointed to a possible engagement.
Bill Belichick and Jordon Hudson during the first half of the game between the North Carolina Tar Heels and the Duke Blue Devils at Dean E. Smith Center on March 8, 2025, in Chapel Hill, North Carolina. | Source: Getty Images
At the time, Belichick was still in a long-term relationship with Linda Holliday, a partnership that, according to sources, ended quietly during the 2022 NFL season.
It wasn’t long after that when Belichick and Hudson reportedly became more than friends. While the relationship stayed under wraps, Hudson was said to be a regular presence at Gillette Stadium during the 2022 and 2023 seasons, quietly showing her support from the stands.
