Hailey Glassman Joins 'The Real Housewives of New York City' Cast

The publicist and former Jon Gosselin girlfriend is one of three newcomers on season 16 of the Bravo reality show.

Mar. 4, 2026 at 5:26pm

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Hailey Glassman, a public relations professional and the daughter of a plastic surgeon, is joining the cast of The Real Housewives of New York City for season 16. Glassman, who previously dated reality star Jon Gosselin, is one of three new cast members announced for the upcoming season, which will also feature the return of Carole Radziwill. Glassman's casting has already generated headlines, as influencer Claudia Oshry has accused her of "trolling" and making comments about Oshry's appearance over the years.

Why it matters

Glassman's addition to the RHONY cast is notable as she brings a unique background to the show, with experience in the public relations and medical industries, as well as a high-profile past relationship. Her casting has also sparked controversy due to the alleged online interactions with Oshry, raising questions about how Glassman's presence on the show may impact the dynamics among the cast.

The details

Glassman, 32, is a public relations professional who runs her own agency, Hailey Glassman PR. She has worked with clients in the restaurant, medical, and entertainment industries, and also represents her father, plastic surgeon Dr. Lawrence Glassman. In 2009, Glassman dated reality star Jon Gosselin shortly after his separation from his wife, Kate Gosselin. Their relationship was heavily covered in the media at the time. Glassman has also appeared on the dating show Sweet Home Alabama, where she tried to repair her "false image" that had been portrayed in the tabloids.

  • Glassman was announced as a new cast member for season 16 of The Real Housewives of New York City on March 2, 2026.
  • Glassman's past relationship with Jon Gosselin occurred in 2009, shortly after his separation from Kate Gosselin.

The players

Hailey Glassman

A public relations professional and the daughter of plastic surgeon Dr. Lawrence Glassman, who is joining the cast of The Real Housewives of New York City for season 16.

Jon Gosselin

A reality TV star who Glassman dated in 2009, shortly after his separation from his wife, Kate Gosselin.

Claudia Oshry

An influencer and podcaster who has accused Glassman of "trolling" her and making comments about Oshry's appearance over the years.

Carole Radziwill

A former cast member of The Real Housewives of New York City who is returning for season 16.

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What they’re saying

“Hailey's responses were in no way 'trolling,' she was simply engaging with Claudia's provocative content.”

— Hailey Glassman's representative

“Damn you were thin!”

— Hailey Glassman

“Looks great but you gotta own you're on wegovy. You're an influencer and you really should be honest on your platform about it. When you need any skin tightening since you def lost enough to need it, I'll set you up with great plastic surgeon in NYC.”

— Hailey Glassman

What’s next

The new season of The Real Housewives of New York City, featuring Hailey Glassman and the other new cast members, is set to begin filming this week.

The takeaway

Hailey Glassman's addition to the RHONY cast brings a new dynamic to the show, with her unique background and past controversies. Her presence is likely to shake up the group dynamics and generate ongoing storylines throughout the season.