{"id":266093,"date":"2026-09-30T20:59:59","date_gmt":"2026-09-30T20:59:59","guid":{"rendered":"https:\/\/entertainment.runfyers.com\/index.php\/2026\/09\/30\/rhonys-hailey-glassman-claims-she-loaned-ex-jon-gosselin-money-for-child-support-didnt-get-paid-back\/"},"modified":"2026-09-30T20:59:59","modified_gmt":"2026-09-30T20:59:59","slug":"rhonys-hailey-glassman-claims-she-loaned-ex-jon-gosselin-money-for-child-support-didnt-get-paid-back","status":"publish","type":"post","link":"https:\/\/entertainment.runfyers.com\/index.php\/2026\/09\/30\/rhonys-hailey-glassman-claims-she-loaned-ex-jon-gosselin-money-for-child-support-didnt-get-paid-back\/","title":{"rendered":"RHONY\u2019s Hailey Glassman Claims She Loaned Ex Jon Gosselin Money for Child Support, Didn\u2019t Get Paid Back"},"content":{"rendered":"


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Hailey Glassman<\/strong><\/a> has been spilling the tea about her life, including her past relationship with Jon Gosselin<\/strong><\/a>, since joining The Real Housewives of New York City<\/em><\/a> \u2014 and she\u2019s just getting started.<\/p>\n

The new Housewife, 39, revealed during the Tuesday, September 29, episode of Page Six<\/em>\u2019s \u201cVirtual Reali-Tea<\/a>\u201d podcast that she dated Gosselin, 49, \u201ca lot longer\u201d than the reported five months in 2009.<\/p>\n

Hailey claimed that the pair \u201clived together in New York City\u201d and she \u201clent\u201d him money amid his divorce from Kate Gosselin<\/strong><\/a>.<\/p>\n

\u201cI paid his child support for a very long time during that divorce,\u201d she alleged. \u201cNever got paid back.\u201d<\/p>\n

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\n Related: <\/span>RHONY’s Hailey Glassman Says Life Was ‘Ruined’ by Jon Gosselin Publicity<\/span><\/a>
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\n\t\t\tThe Real Housewives of New York City newbie Hailey Glassman opened up about the downsides to life in the spotlight while reflecting on her relationship with Jon Gosselin. During the Tuesday, September 22, episode of the Bravo series, Hailey, 39, recalled the origins of her \u201cunconventional marriage\u201d to husband Rubin. (Hailey noted she goes out [\u2026]\t\t<\/p>\n<\/div>\n

Hailey, who is still friends with Jon<\/a>, was quick to point out there were no hard feelings about the alleged loan.<\/p>\n

\u201cBut it\u2019s OK, Jon. I know you\u2019re working through it. I love you forever, family,\u201d she added, looking directly at the camera.<\/p>\n

Us<\/em> has reached out to Jon\u2019s rep for comment.<\/p>\n

Hailey gained notoriety in 2009<\/a> when she began dating the Jon & Kate Plus 8<\/em> star following his split from Kate, 51, to whom he was married for 10 years. (The exes share twin daughters Mady and Cara, 25, and sextuplets<\/a>, Alexis, Hannah, Aaden, Collin, Leah and Joel, 22.)<\/p>\n

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\n Jon Gosselin and his girlfriend Hailey Glassman arrive at the Oak Room by carriage on October 17, 2009 in New York City.<\/span> Arnaldo Magnani\/Getty Images<\/span><\/figcaption><\/figure>\n

Hailey was only 22 years old when she was romantically involved with the reality star, having met Jon through her father, Dr. Lawrence Glassman<\/strong>. (Dr. Glassman performed Kate\u2019s tummy tuck for free when Hailey was just a teenager.)<\/p>\n

Following her split from Jon, Hailey went on to marry businessman Rubin<\/strong>, who opted not to be on RHONY<\/em>. Jon, for his part, married Stephanie Gosselin<\/strong>\u00a0in 2025.<\/p>\n

Hailey\u2019s connection to Jon has been thrust back into the spotlight following her debut on season 16 of RHONY<\/em>.<\/p>\n

During the September 22 episode<\/a>, Hailey detailed how she met Jon and Kate, noting that after Kate\u2019s tummy tuck, her mom helped with the recovery process and they \u201cbecame family friends\u201d with both Kate and Jon.<\/p>\n

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\n Related: <\/span>Jon Gosselin and Wife Support His Ex Hailey Glassman at \u2018RHONY\u2019 Premiere<\/span><\/a>
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\n\t\t\tJon Gosselin and Hailey Glassman are proving that exes can still be pals. \u201cSuch a great night with my husband @jongosselin1 supporting our girly @haileyglassman1 at her first @bravotv Real Housewives of New York premiere! \ud83c\udf4e\u2728\ud83e\udd42,\u201d Jon\u2019s wife, Stephanie Gosselin, wrote via Instagram on Wednesday, September 9, alongside a photo with Glassman, 39, and other [\u2026]\t\t<\/p>\n<\/div>\n

Once Jon and Kate<\/a> separated, he allegedly asked Hailey\u2019s mom if he could stay at their family home because they \u201ccouldn\u2019t tell the public\u201d about the breakup just yet.<\/p>\n

Hailey was away at college at the time, but when she came home for the summer in May 2009<\/a>, Jon was living with her parents.<\/p>\n

\u201cI was 22, and at that point, they were already separated and not together. But the public didn\u2019t know. So a friendship turned into more,\u201d she told costar Jessel Taank<\/strong>. \u201cAnd then it was on TMZ<\/em> and they were like, \u2018Jon with mystery woman.\u2019 \u2026 So it became, like, this whole, \u2018Homewrecking Hailey, she ruined a family of eight,\u2019 and that was never the story.\u201d<\/p>\n

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\n Related: <\/span>Jon Gosselin’s Dating History: Marriage, Scandal and More<\/span><\/a>
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\n\t\t\tWhen it comes to love, former reality star Jon Gosselin has certainly experienced his share of ups and downs. Jon was married to ex-wife Kate Gosselin, with whom he shares eight children, from 1999 until the pair\u2019s divorce in 2009. Though the Gosselins\u2019 marriage came to an end amid accusations Jon had ben unfaithful, he [\u2026]\t\t<\/p>\n<\/div>\n

Hailey called the headlines \u201csalacious lies\u201d that prompted their split.<\/p>\n

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