Hailey Glassman

Hailey Glassman is an American reality TV personality best known for her relationship with Jon Gosselin during and after his time on Jon & Kate Plus 8. Glassman spent her childhood in Nyack, New York. She attended Indiana University, studying tourism management before her connection to the Gosselin family made headlines.

Glassman first drew national attention in 2009 when she began dating Jon Gosselin following his split from Kate Gosselin. At the time, Jon and Kate were starring on the TLC reality series Jon & Kate Plus 8, which documented their lives raising twins and sextuplets. Glassman’s relationship with Jon quickly became headline news, with their romance playing out in the press amid Jon’s highly publicized divorce from Kate. Glassman later appeared in interviews discussing her relationship with Jon and the fallout from their breakup. Following her time in the spotlight, she pursued a career in public relations.

In 2026, it was announced that Glassman would join the cast of The Real Housewives of New York City.

Glassman and Jon’s on-again, off-again relationship ultimately ended in 2010, and she has since remained relatively private about her relationships.