RHONY Casting Bombshell: Jon Gosselin’s Ex Hailey Glassman Spotted at Bravo HQ

Jon Gosselin’s ex-girlfriend Hailey Glassman may be heading back into the reality TV spotlight — this time with Bravo.

RHONY Season 16 Leak: Hailey Glassman Seen Entering Bravo HQ to Sign On

According to photos obtained by The U.S. Sun, Glassman, 38, was spotted arriving at Bravo’s New York City headquarters in Rockefeller Center late last year. Sources told the outlet she was there to sign a contract for the upcoming season of “The Real Housewives of New York City,” which is expected to return with a revamped lineup.

Glassman is best known for dating Gosselin in 2009, shortly after his high-profile split from Kate Gosselin. At the time, Glassman was 22 and Jon was 32, and their relationship played out publicly during peak “Kate Plus 8” tabloid chaos.

In the photos, Glassman wore a houndstooth coat paired with a skirt and slouchy boots. Her long brunette hair was styled in bouncy waves as she entered the building for the reported meeting.

In a Bravo and Cocktails exclusive, we revealed Glassman is set to join RHONY season 16 alongside returning cast members Sai De Silva, Erin Lichy, and Jessel Taank. Newbies include celebrity makeup artist Nicole Daisy Toye — known for her long professional relationship with Martha Stewart, and Janelle Marie Lloyd, a New York-based fashion director, stylist, and digital creator

The latest rumored additions come after several departures. Brynn Whitfield confirmed in June 2025 that she was leaving the show after two seasons. Ubah Hassan, Racquel Chevremont, and Jenna Lyons are also reportedly out.

Bravo launched a RHONY reboot in 2023, introducing an entirely new cast to replace the original group. While the franchise remains a recognizable Bravo brand, it had been on pause since the end of a polarizing season 15.

About Amanda

Amanda is a co-founder of Bravo and Cocktails and co-hosts the Cocktails and Gossip podcast with B, the Prosecco Princess. With a long career in marketing and advertising — and an even longer one as a reality TV fan — Amanda has been hooked since the genre began with The Real World. She grew up devouring blogs like The Awful Truth on E! and Perez Hilton, and treating herself to People and Us Weekly at the checkout line. These days, you can find her cheering on her kids from the sidelines, traveling, checking out new restaurants, and of course, watching TV with her husband. Amanda is also the person behind the scenes at Cocktail Party — if you have questions about the site or your membership, feel free to send her a note at amanda@bravoandcocktails.com.

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