Inside the Breakup: Bill Belichick and Linda Holliday's Split
Bill Belichick, the iconic coach of the New England Patriots, recently ended a 16-year relationship with Linda Holliday, a split that has drawn considerable attention. The announcement came in September 2023, but sources indicate the story runs deeper than a simple breakup.
According to insiders, the couple's relationship had been “incredibly rocky” for some time. Belichick, now 73, was reportedly seeking an exit strategy as early as 2020, coinciding with the onset of the COVID-19 pandemic. This tumultuous period marked a significant turning point for both parties.
Holliday, 62, had previously been married three times before her long-term relationship with Belichick. “Bill never wanted to be Linda Holliday’s fourth husband,” a source disclosed, emphasizing that marriage was never part of their plans.
Despite their issues, Holliday maintained the facade of being Belichick’s girlfriend for nearly a year after their private separation. “She pretended to be with him from September 2022 until September 2023,” the insider revealed, noting that Belichick went along with it to keep the peace.
During this time, Belichick resided in a Hilton hotel adjacent to Gillette Stadium, while Holliday continued to leverage exclusive memberships under his name, even as they were living apart.
In a twist of fate, Belichick met his new girlfriend, Jordon Hudson, 24, on a flight in 2021. Their relationship became public in October 2024, following several sightings together throughout the year. By December 2024, Belichick had taken on a new role as head football coach at the University of North Carolina.

Sources suggest that Hudson views Holliday as “selfish” for misrepresenting the timeline of her breakup with Belichick, which she believes reflects poorly on her. Tensions escalated when Hudson and Holliday encountered each other at a Nantucket holiday party in December 2024.
An incident report from May revealed that Hudson was asked to leave the party after an alleged confrontation on the dance floor. The event was hosted by Holliday’s daughters, Ashley and Kat Hess, and was heavily promoted as their showcase.
“Ms. Holliday felt [Hudson’s] presence was inappropriate,” the report stated. Following Hudson's removal from the venue, security footage captured Holliday and her friends displaying “threatening body language” toward Hudson.
Despite Hudson asserting she had done nothing wrong, she ultimately agreed to exit the party with just seven minutes left. For further insights into Belichick's evolving relationship with Hudson, readers can find more details in the latest issue available now.