Bill Belichick’s ex faced with Jordon Hudson at a charity event last year: Report

Bill Belichick-Jordon Hudson Saga adds a reality show-like plot.

According to multiple reports, Belichick’s ex-girlfriend Linda Holliday met his current girlfriend Hudson in December at an event in Nantucket, Massachusetts.

Holliday and Hudson both attended the Dreamland Stroll Party on December 6. Holliday’s daughters Ashley and Kat Hess are attending the party.

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According to people, Holliday and Hudson became “proactive”, and the two reportedly shared a fierce moment.

“Ms. Hudson was a paid guest. There were no concerns raised about her behavior and no problems were reported until the evening (the event began at 7 p.m.),” a staff member wrote in an incident report obtained by TMZ.

“Ms. Hollidy thought her presence was inappropriate because the event was widely publicized as a headline for her daughter. She asked me to remove Ms. Hudson from that, and I replied that I spoke with Alicia Carney, executive director of Dreamland after talking to Ms. Hudson.”

“It’s very uncomfortable. It’s very aggressive behavior,” a source familiar with the situation told people.

“Jordan never approached anyone, but he approached her all night and people asked, ‘Oh, why are you here?”

Then, security footage showed Holliday faced Hudson in the middle of the dance floor with 200 people around.

New England Patriots head coach Bill Belichick and girlfriend Linda Holliday defeated the Los Angeles Rams at Mercedes-Benz Stadium. (Matthew Emmons/USA Today Sports)

“I asked Ms. Hudson, considering the obvious hatred of the above-mentioned persons was a good idea,” the staff wrote. “She defended herself and said she was right, it was her first time in a Christmas walk and wanted to attend the ‘big party’ that night, which happened to be the one for the Hess twins.

“She said she didn’t want to cause any problems, but just wanted to go out and have fun with her friends.”

Holliday was obviously angry because it “involved[d] My girl,” her “mom bear” appeared.

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According to reports, Holliday also told Miss Massachusetts champion Melissa Sapini “think twice before doing it” if she “respected her current champion.” Sapini reportedly cried, and Holliday claimed she had “many strong friends in the pageant.”

Neither Holliday, Hudson nor Nantucket Dreamland organizations responded to requests for comment immediately.

TMZ reported that Hudson and Sapini were eventually escorted by the staff shortly before the lights at the party.

Bill Belichick and Jordon Hudson took a photo on the red carpet at the 14th Annual NFL Honors Honors, held on February 6, 2025 at the Saenger Theatre in New Orleans. (Michael Owens/Getty Images)

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Holliday dated Belichick from 2007 to 2022. Hudson and Belichick have a 49-year-old age gap and have been in a relationship last year.

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