:max_bytes(150000):strip_icc():focal(749x0:751x2)/hailey-glassman-jon-gosselin-092226-f5b5a417c6504e7f8cdba80822af99a2.jpg "RHONY Star Hailey Glassman Husband Rubin Cronig and Their Unconventional Marriage")
Hailey Glassman has become one of the most talked-about newcomers on The Real Housewives of New York City after revealing details about her unconventional marriage to businessman Rubin Cronig. During the show’s 16th season, the publicist discussed her relationship with her husband, her experiences dating women and why the couple maintain separate living spaces.
Glassman, who previously attracted attention for dating reality television personality Jon Gosselin, has been married to Rubin for approximately 15 years. Although her husband has chosen not to appear on RHONY, their marriage has become an important part of her storyline, particularly as other cast members question how their arrangement works.
Who Is Hailey Glassman’s Husband Rubin Cronig?
Hailey Glassman’s husband is Rubin Cronig, a businessman with longstanding family connections to Martha’s Vineyard, Massachusetts.
Rubin operates Vineyard Time, a business specializing in luxury and vintage watches, including Rolex timepieces. Glassman discussed his business during an October episode of RHONY.
She has described her husband as coming from a family with deep roots on Martha’s Vineyard. According to Glassman, his ancestors were among the island’s early Jewish settlers.
Despite his wife’s participation in a popular reality television series, Rubin has deliberately avoided appearing on camera.
Glassman explained that he was concerned about protecting his family’s reputation and preferred to keep his personal life away from reality television.
His exact age, financial details and other private information have not been widely disclosed.
How Did Hailey Glassman Meet Her Husband?
Glassman and Rubin have known each other since childhood.
The reality television personality explained that they were neighbors on Martha’s Vineyard and first met at a sailing camp when they were around 12 years old.
Their friendship eventually developed into a romantic relationship, leading to marriage.
During RHONY Season 16, Glassman revealed that she and Rubin had been married for approximately 15 years.
However, she has not publicly shared extensive details about their wedding ceremony or the circumstances surrounding their decision to marry.
The couple continue to divide their time between New York City and Martha’s Vineyard, where Rubin operates his business.
What Is Hailey Glassman’s Lavender Marriage?
One of the most discussed aspects of Glassman’s personal life is her description of her relationship as a lavender marriage.
Historically, the term has referred to a marriage arranged to conceal one or both partners’ sexual orientation. However, Glassman uses it to describe her own unconventional marital arrangement.
During the RHONY premiere, she explained that she is married to Rubin while also dating women.
She clarified that their agreement allows her to pursue romantic relationships with women but not with other men.
Glassman has also emphasized that she does not consider their arrangement a conventional polyamorous relationship.
Her comments surprised several cast members, including Jessel Taank and Sai De Silva, who asked questions about the boundaries of the marriage.
Glassman explained that Rubin understands their arrangement and that it has worked for them over the years.
Why Does Hailey Glassman Live Separately From Rubin?
Glassman maintains a separate apartment in Manhattan’s Hell’s Kitchen neighborhood in addition to the home she shares with Rubin.
She described the apartment as a pied-à-terre, a secondary residence that provides personal space and independence.
During the season premiere, she explained that having a separate apartment allows her to maintain her own routines and enjoy a living environment organized according to her preferences.
Glassman also discussed the differences between her private apartment and the home she shares with her husband.
She suggested that the arrangement provides a sense of freedom while allowing the couple to remain married.
Their living situation attracted questions from other RHONY cast members, particularly regarding her finances and the cost of maintaining multiple residences.
Glassman responded that she earns her own income through her public relations business and that Rubin is financially successful.
Hailey Glassman Discusses Her Marriage With Carole Radziwill
Glassman’s relationship received further attention during an October episode of RHONY when she discussed her marriage with returning cast member Carole Radziwill.
During their conversation, Glassman explained that she and Rubin had maintained their arrangement for years because it suited their circumstances.
However, she acknowledged that her feelings about the future could change.
She suggested that meeting a woman with whom she wanted a serious long-term relationship might cause her to reconsider her marriage.
Radziwill questioned why Glassman remained married if she was interested in pursuing relationships outside the marriage.
Glassman explained that she had not previously felt a compelling reason to separate from Rubin.
The conversation offered viewers a more personal understanding of her marriage and the uncertainty she sometimes experiences about its future.
Hailey Glassman’s Past Relationship With Jon Gosselin
Before joining RHONY, Glassman became widely known for her relationship with Jon Gosselin, the former star of Jon & Kate Plus 8.
The two dated briefly in 2009 during the period surrounding Jon’s separation from his former wife, Kate Gosselin.
Their relationship attracted substantial tabloid coverage, with Glassman facing criticism over the timing of the romance.
She has maintained that Jon and Kate were already separated before their relationship began.
Glassman revisited the controversy during RHONY Season 16, explaining that the public attention affected how people perceived her.
Her return to television has introduced her to a new audience while bringing renewed interest in her past relationships.
As of November 12, 2026, Glassman remains publicly identified as Rubin Cronig’s wife. Although she has openly discussed the possibility of reconsidering their arrangement, neither has publicly confirmed a separation or divorce.