Jordon Hudson Slams Bill Belichick’s Ex-Girlfriend Linda Holliday After Finding Intimate 2015 Email, Report Claims

A new report alleges that Jordon Hudson, the 24-year-old girlfriend of NFL coaching legend Bill Belichick, sent a harsh private message targeting his former longtime partner, Linda Holliday, after discovering an emotional letter Holliday had written to Belichick during their relationship.

According to exclusive reporting from the Daily Mail, Hudson did not hold back after finding what she viewed as a “pathetic” email from Holliday, 62, leading to a series of messages that included name-calling, accusations, and an apparent attempt to embarrass Holliday further through social media.

An Email from 2015 Allegedly Sparked Jordon Hudson’s Outrage

The email in question, reportedly written by Holliday in November 2015, was discovered by Hudson in an invoice file at Belichick’s $2.2 million home in Hingham, Massachusetts. The letter allegedly contained deeply personal sentiments, including Holliday expressing feelings of exclusion and frustration with Belichick’s continued support of his ex-wife, Debbie Clarke.

“Hi my baby,” the letter allegedly began, followed by several grievances. Holliday purportedly wrote that Belichick would “bend over backwards” for Clarke, with whom he shares three children, and even purchased three rental properties with her in 2015.

In the email, Holliday is also said to have written, “I’m the one that loves and adores you and respects you and tries never to ask too much of you and tries to ALWAYS remind you how grateful I am of your love.” She added that she often felt like “the disposable one” and was not allowed to discuss certain topics with him without conflict.

Hudson Reportedly Mocked Holliday in Private Instagram Exchange

According to Daily Mail, Hudson reacted to the discovery by launching into a biting response aimed at both Holliday and a woman she believed to be part of her inner circle. Screenshots reviewed by the publication show Hudson sending a photograph of the printed letter to the woman via Instagram, along with a sarcastic and insulting caption.

“Hey babes! Since you are tight with Ms Holliday, would you please ask her what she would like me to do with this letter I found from 2015?” Hudson reportedly wrote. “Due to its pathetic and embarrassing content, I imagine she wants it back. She should make the point to burn it so she continue [sic] to live in delusional denial (that her relationship with BB wasn’t doomed yeaaaaars prior to him finally dumping her).”

Hudson further accused Holliday of manipulating her friends and the public into believing that Hudson was responsible for ending Holliday’s relationship with Belichick.

Heated Allegations Follow Earlier Social Tensions and Ongoing Public Scrutiny

The Instagram confrontation reportedly escalated after Hudson was labeled a “gold digger” by the woman, prompting her defensive response. The digital dispute has now added another chapter to the ongoing drama between Belichick’s past and present relationships.

Belichick and Holliday began dating in 2007 and quietly ended their 16-year relationship in 2023. Hudson, a former cheerleader and beauty pageant contestant, reportedly met Belichick on a flight in 2021. They are said to have bonded over a shared interest in philosophy before their romantic relationship began sometime after his split with Holliday.

Hudson’s arrival into Belichick’s life has sparked intense public interest, in part due to their 39-year age difference and in part due to her reportedly frosty reception within the upper-crust Nantucket social circles that Holliday once dominated. Page Six reported that Hudson has been largely “iced out” by Belichick’s elite circle of friends and social acquaintances.

Details from the Letter Reveal Holliday’s Struggles in Her Relationship with Belichick

The email uncovered by Hudson offers a rare glimpse into the emotional challenges Holliday allegedly faced during her years with Belichick. In the letter, she reportedly expressed hurt over Belichick’s treatment of his ex-wife, Clarke, and lamented the lack of emotional reciprocity in their own relationship.

Holliday’s message included pointed questions such as, “Why do you do everything for what’s her name that I’m not allowed to speak of ever, but ask nothing from her?” referring to Clarke. She also reportedly admitted that although she felt guilty about how much Belichick had done for her, she accepted that they were not married.

Belichick and Clarke were married from 1977 to 2006. Clarke is the mother of Belichick’s children, Amanda, Stephen, and Brian.

Tensions Between Hudson and Holliday Appear to Be Longstanding

This is not the first reported incident of friction between Hudson and Holliday. In December 2024, the two women allegedly had a tense run-in at a Massachusetts event. Despite maintaining a public silence, sources close to the situation say that Hudson’s latest move was a calculated effort to send a message: she is now the central figure in Belichick’s personal life.

Neither Hudson nor Holliday responded to the Daily Mail’s request for comment on the matter. Belichick has also remained silent.