Jon Gosselin still owes Hailey Glassman $90,000 he “borrowed” from her


In mid October, Jon Gosselin was court ordered to return $180,000 out of the $230,000 he stole from his joint account with estranged wife Kate Gosselin. Only Jon didn’t have enough money left to pay Kate back because he used it to pay off some of his many mistresses. Somehow he convinced his main girlfriend, Hailey Glassman, to loan him her entire savings, $90,000. Now that Jon is broke and can’t charge for appearances or pay his lawyers, he can’t pay Hailey back either. He told her he’d have to go on an installment plan, but how many installments is daddy douche going to be able to make? He doesn’t have any money coming in and believes he’s too famous to get a regular job.

Jon Gosselin avoided jail time thanks to a $90,000 loan from former girlfriend Hailey Glassman – and now she wants her money back, the Enquirer has learned exclusively…

The Enquirer can reveal that a large portion of the repayment [$180,000] came from Hailey’s life savings – after [Jon] begged her for money, saying that he didn’t want his kids to see him in jail…

“He came crying to Hailey, admitting that he did take money – but he said he believed he was entitled to ie – as his paycheck,” said the pal.

Jon insisted he no longer had the cash, explaining that he had used it to pay off the women who claimed to have had affairs with him because he was afraid the accusations would hurt him in his divorce battle.

Hailey was reluctant to lend Jon the $90,000 – money she’d saved since childhood from relatives, jobs she had worked and also from her Bat Mitzvah. But she relented when Jon told her his kids would be traumatized if he went to jail, says the pal.

“Jon promised to pay her back in full by January, but now he’s pleading for more time… He figured he would be a big star by now, but thanks to his own erratic behavior, he has little or no prospect of employment.

“Now he’s asking Hailey if he can pay her back on an installment plan.”

[From The National Enquirer, print edition, December 28, 2009]

What’s more is that Hailey couldn’t even collect a check she received for her weepy appearance on the Insider in late October. She told Radar that Jon’s manager was holding it and wanted her to sign it over to Jon so he could use it as payment to his lawyer.

Jon has really blown throw a ton of money. The Gosselins were finally able to sell their last home, but Jon will surely waste his portion quickly. Their divorce is about to finalized, and it’s clear Jon didn’t get much because Kate is said to be “thrilled” with the outcome. He needed a strong wife to balance the family budget and keep his lazy ass in line. Now he’s broke with no girlfriend and an apartment he can’t afford. Serves him right.

Jon can’t even blow off steam by shooting off guns. The judge presiding over his divorce case ruled that he’s barred from shooting on the property he shares with his family. Yeah, the arbitrator settlement will be signed off quickly and Jon is going to get creamed. His future earnings, whatever they may be, will probably be garnished by TLC too. It’s not like he’ll have anything to give them once he’s successfully sued.

A bored-looking Jon Gosselin lunches at The Ivy in LA

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26 Responses to “Jon Gosselin still owes Hailey Glassman $90,000 he “borrowed” from her”

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  1. Bex says:

    Another person ruined by reality tv.

  2. Tiffany says:

    No Bex, this man was ruined by believing his own hype. You can say what you want about Kate, she knows which side of her bread is buttered and she was make sure those kids are taking care of. There are still people who think that Kate was a shrew and belittled him, but at this point can you see that it was kind of necessary. If that was not the case and Jon handled finances, they would be in worse shape then as he is now.

  3. bluesky says:

    Jon is a worthless, idle scumbag. He has no job and his plan to exploit his children on Reality Show failed big time. Jon Gosselin and Larry Birkhead are lazy, talentless losers who exploit their children.
    Jon spent the money on his girlfriends, and Larry Birkhead spent money on his boyfriends and gambling debts.

  4. bella says:

    I just cannot believe Hailey would be stupid enough to hand over her life savings to Jon, especially since she had a front row seat for so much of raunchy shenanigans. How sad for her. I hope she takes him to court and gets her share of HIS share of the profit from the sale of the old house!

    As for Jon, it couldn’t be happening to a more deserving person. And I use the term “person” loosely.

  5. SolitaryAngel says:

    Psssst—hey Jon: Karma is a BITCH, ain’t it?

    BWAHAHAHAHAHAHAHAHA

  6. ButteryBuddha says:

    I think I am more pissed off that this girl has $90,000 saved up and still has messed up spermy eyebrows. Really?! You can’t afford to fix that mess? For god’s sake, use an eyebrow pencil!!!

    P.S Maybe that is why we haven’t seen Jon in magazines lately. Thank God. He can’t afford to buy gas or dinner at a fancy restaurant! 🙂

  7. javelin says:

    Well, any 23 year old who had $90,000 in the first place is pretty damn lucky. Her plastic-surgeon daddy can probably help her out. She should take his douchtastic wardrobe/jewelry as collateral, before it’s too late.

  8. bella says:

    Oh, and Jon:

    Yes, your children would be MUCH more traumatised by seeing you in jail than they would by seeing you, oh, gosh, I don’t know, say on national TV that your girlfriend is a better kisser than your wife, you love her more than you ever loved their mother, and you despise her; or parading your tarts around in front of the world for the media; or stealing money from the family bank account and then denying it; or constantly finding some yucky way of staying in the media spotlight while professing that your children are your first priority…

    Oh, wait, never mind…

  9. Firestarter says:

    I cannot believe she was that crazy about him that she loaned him 90k.

    How will he afford his Ed Hardy douche wear?

  10. Goddess711 says:

    The only tears that are coming are from laughing so hard at this. I’m not sure, did she say she still loves him anywhere in that? This is such a good laugh first thing in the a.m., thanks for posting it!

  11. Lway says:

    oh Boo Hoo Hailey – you just keep crying everywhere you go, drama queen. I’m so tired of this loser’s sad face plastered everywhere. PUT YOUR BIG GIRL PANTIES ON! There are people with bigger problems in the world. Can someone post this sulking bitch to South Africa so i can show her around?

    As for Jon – looks like he is only hitting puberty now. pimple face A-hole

  12. Judy says:

    Boo hoo hoo Hailey–try selling that expensive SUV Jon bought you. They deserve each other. And I have read my last Jon/Kate-related article. Barf.

  13. ligeia says:

    sweet sweet justice. leaving wife and children for bunch of skanks doesn’t seem so fun now, does it john? if only you didn’t pull the plug on the show you might still have some feeble trickle of cash coming into your account, but alas, you got jealous and greedy and now you pay. ehehhehehehe

  14. AliG says:

    In the end people get what they deserve and it isn’t just him. What about his ex wife? Their greed ruined their family and will, without a doubt, affect their children for years to come.

  15. Cinderella says:

    Did she not see a red flag when he came to her for money in the first place? Why would a girl in her early twenties lend money to a 30-something year old man with 8 kids?

    She should never see a penny just for being so damn stupid.

  16. diva says:

    Hailey doesn’t even have $20 to lend someone, much less $90,000 she is totally lying. The insider before airing this ridiculous interview should have asked to see her bank statements and proof of the transaction, they are getting totally irresponsible as a journalists not to fact check.

  17. Susette says:

    @diva – Yeah, this whole story is fishy. And I really don’t get this: “She told Radar that Jon’s manager was holding it and wanted her to sign it over to Jon so he could use it as payment to his lawyer.”

    I’ve heard that before and it makes no sense. She doesn’t owe the lawyer, so how is he able to legally hold her check for ransom?

  18. CB Rawks says:

    I’m billing him for my dentistry as soon as I finish grinding my teeth down to stumps.

  19. Goddess711 says:

    He’s been playing around with a .38 on the family grounds, a judge put an order out to get the ass to stop. I hope he doesn’t do something stupid to Kate or the kids; if he off’s himself that’s one thing (which is probably why he was target practicing so openly so *people* might get *concerned* about his frame of mind, POOR JON!) but if he decides to take everybody else with him, that’d be tragic. The ass is so self-absorbed I could see him doing it.

  20. TaylorB says:

    At first I thought ‘why in the h*ll would she lend him $90,000’, then I remembered that she went out of her way to date a jobless, married, immature, father of eight and it struck me… she clearly isn’t the sharpest tool in the shed.

  21. lucy2 says:

    I seriously doubt she had $90K, but if she did, she’s the dumbass for giving it to him. I wouldn’t lend him a penny.

    How the heck did he blow through $180K in such a short time? What an irresponsible a-hole. I feel so bad for their kids.

  22. ann says:

    Jon, I live near Huntingdon, Pa where your mom lives. Wal-Mart, Sheetz, McDonalds and Pizza Hut are all hiring. Why don’t you just move in with Mom. You could earn extra money at the local county fair in August mucking stalls. The job opportunities in the area are endless.

  23. Wresa says:

    I look at pictures of him when he was younger and its just like, WTF happened? It scares me out of wanting to ever marry anyone ever! Can someone really change that drastically in 10 years? He does not seem even 1/100th of the same guy.

  24. Popcorny says:

    I wouldn’t put it past this scaley Haily to still be in cahoots with Jonscum and that this $90k claim is bogus with some money-recouping agenda.
    They did it before (tried to hoodwink the public to make $$$ by generating false drama).

  25. Maritza says:

    Looks like all his problems are catching up with him by the look of his forehead full of zits.

  26. Wow says:

    @Lucy 2 – No, I believe she had 90k. Her dad is a successful plastic surgeon. She probably hasn’t had to pay a bill in her entire life and put all the money she got from her family and “jobs” in the bank. Must be nice.