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RHONY’s Hailey Glassman Says Ex Jon Gosselin Still Owes Her $80K From Child Support Loan

Sep 29, 2026 By Imani Taylor What do you think?

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Hailey Glassman is still waiting for Jon Gosselin to pay her back!

The Real Housewives of New York newbie told Virtual Reali-Tea that she financially supported the Jon & Kate Plus 8 alum during his contentious divorce from Kate Gosselin.

“I paid his child support for a very long time during that divorce,” Hailey said.

“Never got paid back, but it’s OK, Jon! I know you’re working through it. I love you forever.”

For the inquiring minds, back in 2010, RadarOnline reported that Jon owed Hailey roughly $80,000, which she allegedly loaned him beginning in October 2009.

ICYMI: Hailey was just a teenager when she first met Jon through her parents, who became family friends with the Gosselins after her father, plastic surgeon Lawrence Glassman, performed Kate’s tummy tuck in 2006.

Hailey and Jon later began dating in 2009, around the same time Jon and Kate publicly announced their separation on their TLC show.

Hailey also revealed to Virtual Reali-Tea that she and Jon dated “a lot longer” than most people think, explaining that they even “lived together” in New York City.

Ultimately, the couple split amid the heightened media attention surrounding their relationship. 

However, Hailey said Jon reached out a couple of years later and “apologized” for how things turned out.

“We’re family ever since,” she said. “I’m going to them for Thanksgiving.”

Despite the unpaid loan, it sounds like there’s no bad blood between these exes.

Taste Buds, did you know about Hailey’s connection to Jon Gosselin before her RHONY debut?

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