Why Bill Belichick's Girlfriend Was 'Asked To Leave' A Nantucket Party Attended By The Coach's Ex-Partner

By Favour Adegoke on May 21, 2025 at 6:30 PM EDT

Bill Belichick, Jordon Hudson, photo collage
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Bill Belichick's girlfriend, Jordon Hudson, was reportedly kicked out of a party attended by the veteran coach's ex-partner, Linda Holliday, and her daughters.

Reports have described her appearance at the event as "bizarre," adding that she made guests uncomfortable and was "weirdly stalking around the party" alone.

The former cheerleader and Bill Belichick have been making headlines since their awkward CBS interview last month.

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Jordon Hudson's Appearance At The Party Was Branded As 'Bizarre'

Bill Belichick and Jordon Hudson
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According to Page Six, Jordon Hudson suffered an embarrassing ejection when she appeared at the Dreamland bash in Nantucket over the Christmas holidays.

The event featured her boyfriend's ex, Linda Holliday, in attendance, while Holliday's daughters, Ashley and Katie Hess, deejayed the party.

Although the party sold tickets to the public, the Hess twins typically headlined, which many expected Hudson should have known already.

Nevertheless, the real estate mogul chose to attend and reportedly made many guests quite uncomfortable, especially those familiar with Holliday from her relationship with Belichick.

"It was bizarre," a source said about the former cheerleader's appearance. "It was like a dog trying to pee on its territory."

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Bill Belichick's Girlfriend 'Wierdly Stalked Around The Party' Until She Was Asked To Leave

Belichick and his girlfriend
Instagram | Jordon Hudson

Not only did Hudson make people uncomfortable with her presence, but she also "weirdly stalked around the party" after arriving sans Belichick.

At some point, people close to Holliday and her family asked Hudson to leave, but she refused, insisting that it was an open party and she had every right to be there.

"A couple friends of Linda and the girls said, 'It would be best if you left,' and she kept being like 'It's a party, I can be here,'" the insider recalled.

She continued to linger despite repeated requests to leave, but was eventually escorted out of the event by security.

"She was there long enough that multiple people went up and asked her to leave," added the source. "Finally, security had to ask her to leave."

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Jordon Hudson Has Reportedly Been Trying To Break Into The Nantucket Social Scene

Jordon Hudson
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The news follows earlier reports that claimed Hudson has been trying to break into Nantucket's exclusive social scene and charity circuit since she began dating Belichick.

However, her efforts appear to be backfiring, as she is reportedly being "iced out" by Holliday's loyal supporters.

"[Belichick's] ex, Linda, is working the philanthropic and social circles, and she [Hudson] wants to get more involved," a source told Page Six. "[Hudson] is trying to claim her stake in the social circle. That is Linda's thing."

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People Are Reportedly 'Turned Off' By Jordon Hudson In The Nantucket Social Scene

Bill Belichick and Jordon Hudson smiling
Instagram | Jordon Hudson

A second source noted that the "clique" nature of relationships in Nantucket is a tough hurdle for Hudson to overcome.

"People on Nantucket are pretty sophisticated. No one is going to be welcoming her with open arms," the insider said about the Miss Maine second runner-up.

They added, "It's cliquey here. Very cliquey. They're not inviting people they don't think are going to be a good fit for them."

It also doesn't help that Hudson's romance with Belichick has put her in the spotlight in a negative way.

The source further remarked, "People are turned off by her. She's kind of young — who knows what happened when Linda was still [dating Belichick]. Did Jordon come into the picture?"

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Bill Belichick And Jordon Hudson Made Headlines Over Their Awkward CBS Interview

Bill Belichick and Jordon Hudson take selfie
Instagram | Jordon Hudson

While Hudson and Belichick's age-gap relationship has faced scrutiny since it began, the attention intensified following their awkward appearance on CBS.

The veteran coach appeared on the network last month to promote his book, "The Art of Winning." However, things took a turn when Hudson interrupted the interview to stop Belichick from answering a personal question about their relationship.

Although Belichick later issued a statement saying Hudson stepped in because CBS had veered off-topic, reports have since suggested it was a clear sign that she has taken control of his public image.

It was also speculated that the former cheerleader was involved in Belichick's role as head coach of the University of Carolina's football team, but both Belichick and a university spokesperson have denied that this is the case.

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