Most people who watched reality television in 2009 remember the summer Jon Gosselin fell apart in public. The matching Ed Hardy outfits, the tabloid photos, the girlfriend who appeared seemingly out of nowhere while his marriage to Kate Gosselin was still technically ongoing. That girlfriend was Hailey Glassman. She was 22. She told E! News at the time that she was not some fame whore and asked them to take her 15 minutes back.
Sixteen years later, Bravo has officially confirmed that Hailey Glassman is joining The Real Housewives of New York City as a full-time Housewife for Season 16. Filming begins this week.
Nobody is taking those 15 minutes back anymore.
Who Is Hailey Glassman? Key Facts for 2026
| Full Name | Hailey Glassman |
| Age | 38 (born 1987) |
| Location | New York City and Martha's Vineyard |
| Career | Public Relations Professional, 10+ years |
| Known For | Jon Gosselin's relationship (2009), RHONY Season 16 |
| Father | Dr. Harvey Glassman, plastic surgeon |
| RHONY Status | Full-time Housewife, Season 16 |
| Filming Start | March 2026 |
| @haileyglassman1 (10.7K followers) | |
| Medical Device | Launched in 2026, created with father's input |
RHONY Season 16: Bravo Confirms Hailey Glassman Today
Bravo confirmed the Season 16 cast on March 2, 2026. Returning full-time are Sai De Silva, Jessel Taank, and Erin Lichy. Joining as new full-time Housewives are Hailey Glassman, Erika Hammond, and Daisy Toye. Carole Radziwill returns as a friend of the cast after an eight-year absence.
Glassman is the biggest wildcard in the new lineup. Her public profile rests almost entirely on a relationship that ended fifteen years ago. What she brings to the show beyond that history is what Season 16 will have to answer.
She is described in Bravo's casting materials as a public relations professional with over ten years of experience. Her Instagram bio mentions New York City, Martha's Vineyard, and a medical device she launched in 2026 that was created with the input of her father, a plastic surgeon. She has 10,000 followers on Instagram. By RHONY standards, that is not a lot. By the end of Season 16, that number will look very different.
Hailey Glassman and Jon Gosselin: What Actually Happened in 2009
In the summer of 2009, Jon and Kate Gosselin were in the middle of a very public divorce. Their TLC show, Jon and Kate Plus 8, had been one of the most watched programs on cable television, and the breakdown of their marriage played out in real time across tabloid covers and entertainment news programs for the better part of a year.
Jon Gosselin was photographed in St. Tropez with Hailey Glassman three weeks after Kate filed for divorce. The photos showed them holding hands aboard Christian Audigier's yacht. Gosselin was 32. Glassman was 22. She was also the daughter of the plastic surgeon who had performed Kate Gosselin's tummy tuck.
The internet took it from there.
Glassman gave an interview to E! News in which she pushed back on the storyline being written about her. She said Jon did not love her because of the attention. She said the 15 minutes of fame that came with the relationship were not something she had asked for. She seemed, in that interview, like someone who had genuinely not understood what she was getting into.
The relationship ended by late 2010. Glassman largely stepped back from public life after that. She moved into public relations, built a career over the following decade, and kept a low profile until RHONY came calling.
Hailey Glassman Career: From Tabloids to PR to Reality TV
After the Jon Gosselin chapter closed, Glassman built something more durable than celebrity adjacency.
She spent over a decade in public relations in New York City. Her Instagram bio describes This email address is being protected from spambots. You need JavaScript enabled to view it. as her business contact, which suggests she runs her own operation rather than working within a larger agency. She splits her time between New York City and Martha's Vineyard.
In 2026, she launched a medical device. The details available are limited, but her Instagram describes it as something created by the daughter of a plastic surgeon, suggesting her father's professional background played a role in the product development. For a new Housewife entering a cast that includes women with significant business portfolios, having a product launch in the same year as the show is not a bad move.
She was spotted by The Sun outside the Bravo offices in New York City earlier this year, reportedly signing paperwork. At the time, Bravo had not confirmed the casting. They confirmed it today.
What to Expect From Hailey Glassman on RHONY Season 16
The RHONY cast that surrounds Glassman in Season 16 is interesting.
Sai De Silva, Jessel Taank, and Erin Lichy have two seasons of dynamics, alliances, and conflicts already built between them. Carole Radziwill brings eight years of absence and a history with the franchise that goes back to its original iteration. Erika Hammond comes from the world of fitness and a 2024 marriage to billionaire Ankur Jain in a ceremony held in Egypt. Daisy Toye has spent nearly twenty years doing Martha Stewart's makeup.
Into that group walks Hailey Glassman, whose most famous claim to public attention involves a man who is not particularly relevant to New York City society in 2026.
That could work against her. Or it could be the exact thing that makes her interesting to watch. The best RHONY cast members have always been the ones with a story that does not fit neatly into the expected mold. Glassman has a story. Season 16 will find out whether she can tell it herself. Or whether she is still just a footnote in someone else's story.
Who Is Hailey Glassman Now: Summary
| Age | 38 |
| Location | NYC and Martha's Vineyard |
| Career | PR Professional, 10+ years |
| New Project | Medical device launch, 2026 |
| RHONY | Full-time Housewife, Season 16 |
| Filming | Begins March 2026 |
| Relationship | Not publicly disclosed |
| Social Media | @haileyglassman1 on Instagram |
Frequently Asked Questions About Hailey Glassman
Who is Hailey Glassman?
Hailey Glassman is a New York City-based public relations professional who joined The Real Housewives of New York City as a full-time Housewife for Season 16, confirmed by Bravo on March 2, 2026. She first became publicly known in 2009 for her relationship with Jon Gosselin shortly after his separation from Kate Gosselin.
Why is Hailey Glassman famous?
Glassman first entered the public eye in 2009 when she was photographed in St. Tropez with Jon Gosselin, star of TLC's Jon and Kate Plus 8, just weeks after his wife Kate filed for divorce. The relationship attracted significant tabloid attention. After it ended, she built a career in public relations and stayed largely out of the spotlight until her RHONY casting in 2026.
Is Hailey Glassman joining RHONY Season 16?
Yes. Bravo confirmed on March 2, 2026, that Hailey Glassman is joining The Real Housewives of New York City as a full-time Housewife for Season 16. She joins returning cast members Sai De Silva, Jessel Taank, and Erin Lichy, along with new additions Erika Hammond and Daisy Toye.
What does Hailey Glassman do for work?
Glassman has worked in public relations for over ten years and operates out of New York City. In 2026, she launched a medical device, described on her Instagram as a product created by the daughter of a plastic surgeon, referencing her father, Dr. Harvey Glassman's career in plastic surgery.
Who is Hailey Glassman's father?
Hailey Glassman's father is Dr. Harvey Glassman, a plastic surgeon. He became briefly notable in 2009 because he had performed Kate Gosselin's tummy tuck procedure, which added an extra layer of tabloid interest to Hailey's relationship with Jon Gosselin at the time.
What happened to Hailey Glassman after Jon Gosselin?
After her relationship with Jon Gosselin ended around 2010, Glassman stepped away from public life and built a career in public relations in New York City. She maintained a relatively low profile for over a decade before being cast on RHONY Season 16 in 2026.
When does RHONY Season 16 start filming?
Filming for RHONY Season 16 begins in March 2026, according to Bravo's announcement on March 2, 2026. A premiere date has not yet been confirmed.
Who else is joining RHONY Season 16?
The confirmed Season 16 cast includes returning Housewives Sai De Silva, Jessel Taank, and Erin Lichy, plus new full-time Housewives Hailey Glassman, Erika Hammond, and Daisy Toye. Carole Radziwill is also returning as a friend of the cast after leaving the show following Season 10 in 2018.