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Jordon Hudson and Bill Belichick’s Ex Got Into Confrontation at Party: Report

by DigestWire member
May 21, 2025
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Jordon Hudson and Bill Belichick’s Ex Got Into Confrontation at Party: Report
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Jordon Hudson and Linda Holliday, the former longtime girlfriend of Bill Belichick, reportedly went toe to toe at a holiday party shortly after Hudson and Belichick went public with their relationship.

The alleged confrontation went down on December 6, 2024, at the annual Dreamland Stroll Party in Nantucket. Holliday’s daughters, Ashley and Kat Hess (a.k.a. The Hess Twins), were DJing the big bash, which coincided with the annual holiday Stroll festivities in the coastal town. 

According to an incident report obtained by TMZ Sports on Tuesday, May 20, Holliday, 62, became aware of Hudson’s unwanted appearance at the party, despite Hudson, 23, being a “paying guest.”

“Ms. Holliday felt her presence was inappropriate, since the event was widely advertised as a party headlined by her daughters,” the report stated. 

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Holliday, who dated Belichick, 73, for 16 years before he began dating Hudson, asked to “remove Ms. Hudson from the premises.”

While staff attempted to sort things out, Holliday and her friend Elin Hilderbrand, a New York Times bestselling author, were seen on security cameras using “threatening body language and escalating aggression” toward Hudson on the party’s dance floor. 

Hudson was “surrounded by three women,” the third of which was Hilderbrand’s sister, Heather Thorpe, according to the incident report. 

“I approached the group on the crowded dance floor where more than 200 attendees were dancing, and I noticed several people filming (including Ms. Holliday) a conversation with primarily Ms. Hilderbrand with some commentary from Heather Thorpe and Ms. Holliday,” the report explained. 

Hudson was in attendance at the party with her friend and reigning Miss Massachusetts, Melissa Sapini, who was wearing her crown and sash. Sapini “did not appear to be involved in the conversation and was standing several feet away watching the interaction unfold.”

“When I approached Ms. Hudson, Ms. Hilderbrand, Holliday and Thorpe saw me and backed away while I spoke to Ms. Hudson,” the report continued. “Not understanding the origin of the previous conversation at that point, I asked Ms. Hudson if she thought it was a good idea to be there considering the clear animosity the above individuals felt towards her.”

Hudson “defended herself by saying she’d done nothing wrong” and she was “not looking to cause any problems, but just wanted to go out and have fun with her friend.”

“I reminded her that the other parties found her presence inappropriate and were unlikely to cease their efforts to get her to leave,” the report said. “I let Ms. Hudson know that there were only seven minutes remaining at the event before the lights came up, at which point she agreed that it would not be worth the hassle of staying and agreed to leave if I walked her and Ms. Sapini to the exit.”

Once in the lobby of the venue, Hudson said Sapini had been “seemingly threatened by Ms. Holliday, saying that if Ms. Sapini valued her current title, she should think twice about who her friends are and that she, Ms. Holliday, had many powerful friends in the pageant organization.”

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Sapini did not speak, but the report stated that she “did begin to cry and moved to the corner of the lobby near the interior box office window and stood there for some time with her back to us, though it was clear she was wiping her eyes frequently.”

The Dreamland employee then returned to the second floor to update Holliday’s party with the news that Hudson and Sapini were in the process of leaving the venue. 

“Ms. Holliday thanked me for my help and said something along the lines of ‘if this didn’t involve my girls, I don’t think this would have bothered me as much, but because it did the momma bear in me came out.’”

Us Weekly has reached out to Hudson, Sapini and Holliday for comment. 

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