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Jon Gosselin’s ex, Hailey Glassman is ‘in talks’ to join the Real Housewives of New York cast, a source exclusively revealed to The U.S. SunCredit: Getty

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Haley was spotted out to dinner with several stars of the series earlier this weekCredit: The U.S. Sun
Hailey is now venturing further into the reality TV world as a cast member, according to a witness who spotted the 38-year-old having dinner with several stars of the show.

The gathering took place earlier this week between Hailey and RHONY stars Erin Lichy and Sai De Silva, as well as Martha Stewart’s makeup artist, Daisy Toye, who has been rumored to be considered for the show.

The group enjoyed a meal at Ascent Lounge in New York City’s Time Warner Center, and were deep in conversation, based on video footage obtained by a source.

The insider claimed the conversation was about a collaboration, and Hailey being “in talks” to join the cast.

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Hailey and Jon dated briefly in 2009 following his split from his ex-wife, Kate GosselinCredit: IInstagram/haileyglassman1

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Bravo is reportedly considering revamping RHONY for a second time, after its cancellation earlier this yearCredit: Bravo
“They were talking about how they were looking forward to filming together,” the insider revealed, as well as them taking a trip together sometime soon.

The source also said that Hailey mentioned an upcoming meeting at 30 Rock, where some Bravo producers and staff are located, to discuss her involvement on the show further.

“They were having a really good time, like the energy was really natural,” they added about the dynamic of the ladies.

Word got out about their relationship after they were spotted vacationing together in St. Tropez.

However, their romance didn’t last, as the pair parted ways in December 2009.

New RHONY stars revealed by Bravo boss Andy Cohen as entire cast is rebooted in massive shakeup
Hailey got a close look at the demise of Jon and Kate’s marriage and even accused her former flame of being a major contributor to the drama.

According to RadarOnline, Hailey told the outlet that Jon allegedly threatened to call Child Protective Services on his ex-wife if she didn’t cough up the money he demanded.

She also claimed that Jon laughed about upsetting the mother of his eight children and alleged she had it coming because of what he went through in their marriage.

Jon later hit back at Hailey’s claims in a post on X, formerly Twitter.

RHONY CAST THROUGH THE YEARS

Real Housewives of New York City premiered in 2008, but has had many cast changes since its early days on air

“Radar Online has been duped again by Hailey Glassman, who is apparently without a job and desperate for money,” the ex-TLC star wrote.

“This article contains so many lies, they are too numerous to count. It is completely false and without any merit.”

Some reports claimed at the time that Hailey was seeking fame through her involvement with the former TV personality.

Sources alleged that Hailey auditioned for numerous reality shows, including MTV’s Real World and Oxygen’s Bad Girls Club.

She eventually got her big break in the industry, starring on CMT’s Sweet Home Alabama, hoping to correct her “homewrecker” image.

“I was never a homewrecker; everything that the media has portrayed me as is false, from the littlest to the biggest things. I’ve been constantly judged in rag mags and tabloids,” Glassman said in an October 2011 interview.

“I’m a very kind, sweet, nice girl. People said things, they [the media] will pay anything to get a story and frame it how they want.”

Before that, she had campaigned to be on the reality series, Jewish American Princess, according to RadarOnline, but didn’t land the role.

However, at a time when Bravo is reportedly revamping RHONY for a second time, it appears Hailey will get another shot at being on the small screen.

The series’ first makeover occurred in 2023 with an entirely new cast than the original stars.

Despite Bravo’s efforts, it was announced in May 2025 that they’d decided to pull the plug on the show after 15 seasons.

Page Six reported that the network hadn’t lost hope for the series and would possibly bring it back in the future.

This led to chatter that various well-known names might’ve joined the cast for a RHONY revival Part II.

In September, The U.S. Sun exclusively revealed that Today host Sheinelle Jones might have secretly joined the Real Housewives franchise.

It followed an earlier report that Erin, Sai, and Jessel Taank were the only cast members from the previous season who were confirmed to be returning.

Regardless of what Bravo decides for the future of RHONY, it will most likely require a significant overhaul, as ratings dropped 1000 percent from its earlier days, The U.S. Sun exclusively reported last November.

Weeks earlier, a source told The U.S. Sun that the ratings decline had been “catastrophic,” while also noting that streaming services had severely impacted cable television.

As for Hailey making her debut on the show, she could bring the energy and dynamic the series needs.

According to Hailey’s social media channels, she’s a prominent publicist in the NYC area and has racked up 10K Instagram followers.

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Jessel Taank, Erin Lichy, and Sai De Silva are reportedly the only members of last season’s cast who are definitely returning for the revivalCredit: Mei Tao/Bravo

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Rumors previously spread that Hailey was looking for fame while dating Jon and had auditioned for numerous reality showsCredit: IInstagram/haileyglassman1

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According to her social media channels, Hailey is a publicist living in the NYC area