Why So Sad? Kate Gosselin Upset After Boyfriend’s Bankruptcy Past Revealed — 8 Photos Of Her Bad Day
![Kate Gosselin Boyfriend Bankruptcy Reaction](https://media.radaronline.com/brand-img/32RRd0syj/480x251/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 480w, https://media.radaronline.com/brand-img/32RRd0syj/640x335/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 640w, https://media.radaronline.com/brand-img/32RRd0syj/768x402/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 768w, https://media.radaronline.com/brand-img/32RRd0syj/1024x536/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 1024w, https://media.radaronline.com/brand-img/32RRd0syj/1280x670/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 1280w, https://media.radaronline.com/brand-img/32RRd0syj/1440x753/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 1440w, https://media.radaronline.com/brand-img/32RRd0syj/1600x837/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 1600w, https://media.radaronline.com/brand-img/32RRd0syj/2160x1130/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg?position=top 2160w)
Jan. 20 2015, Published 6:47 p.m. ET
Kate Gosselin might have thought she hit the jackpot when she was linked to reported millionaire Jeff Prescott. But after RadarOnline.com revealed his past bankruptcy filing, she stepped out looking upset.
![Kate Gosselin Boyfriend Bankruptcy Reaction](https://media.radaronline.com/brand-img/C5O46JwRb/480x270/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 480w, https://media.radaronline.com/brand-img/C5O46JwRb/640x360/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 640w, https://media.radaronline.com/brand-img/C5O46JwRb/768x432/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 768w, https://media.radaronline.com/brand-img/C5O46JwRb/1024x576/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 1024w, https://media.radaronline.com/brand-img/C5O46JwRb/1280x720/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 1280w, https://media.radaronline.com/brand-img/C5O46JwRb/1440x810/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 1440w, https://media.radaronline.com/brand-img/C5O46JwRb/1600x900/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 1600w, https://media.radaronline.com/brand-img/C5O46JwRb/2160x1215/2015/01/kate-gosselin-boyfriend-bankruptcy-reaction-PP-SL.jpg 2160w)
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/FQ_IKHbSv/480x479/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 480w, https://media.radaronline.com/brand-img/FQ_IKHbSv/640x638/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 640w, https://media.radaronline.com/brand-img/FQ_IKHbSv/768x766/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 768w, https://media.radaronline.com/brand-img/FQ_IKHbSv/1024x1021/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 1024w, https://media.radaronline.com/brand-img/FQ_IKHbSv/1280x1276/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 1280w, https://media.radaronline.com/brand-img/FQ_IKHbSv/1440x1436/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 1440w, https://media.radaronline.com/brand-img/FQ_IKHbSv/1600x1595/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 1600w, https://media.radaronline.com/brand-img/FQ_IKHbSv/2160x2153/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-05.jpg 2160w)
Gosselin was linked to “millionaire” businessman Jeff Prescott earlier this month.
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/TNVwJH9mN/428x500/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-02.jpg 428w)
But RadarOnline.com uncovered two secret bankruptcies in his past.
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/KrJ-_MDBD/431x500/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-03.jpg 431w)
The same day as RadarOnline.com’s report, Gosselin was spotted out in Pennsylvania — and her mood was just as grim as the weather.
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/vqGUK3zAk/432x499/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-01.jpg 432w)
The secret bankruptcies aren’t the only skeletons in Prescott’s closet. Did Kate know?
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/H8J68REqt/446x500/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-00.jpg 446w)
He’s also been reported to have had a nasty divorce from his first wife. Not exactly a candidate for her new Prince Charming?
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/kTqsTeADB/446x500/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-04.jpg 446w)
In recent interviews, however, Gosselin played down the dating news.
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/gnJL_xmDC/480x456/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 480w, https://media.radaronline.com/brand-img/gnJL_xmDC/640x608/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 640w, https://media.radaronline.com/brand-img/gnJL_xmDC/768x730/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 768w, https://media.radaronline.com/brand-img/gnJL_xmDC/1024x973/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 1024w, https://media.radaronline.com/brand-img/gnJL_xmDC/1280x1216/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 1280w, https://media.radaronline.com/brand-img/gnJL_xmDC/1440x1368/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 1440w, https://media.radaronline.com/brand-img/gnJL_xmDC/1600x1520/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 1600w, https://media.radaronline.com/brand-img/gnJL_xmDC/2160x2052/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-07.jpg 2160w)
I’m like, really?” she said, insisting she and Prescott are working on a top-secret business project together.
EXCLUSIVE: Kate Gosselin looks to be upset while picking up her kids from there school bus stop in Reading Pennsylvania.
![//Kate Gosselin upset billionaire boyfriend bankrupt](https://media.radaronline.com/brand-img/ToL07YMcf/480x468/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 480w, https://media.radaronline.com/brand-img/ToL07YMcf/640x623/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 640w, https://media.radaronline.com/brand-img/ToL07YMcf/768x748/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 768w, https://media.radaronline.com/brand-img/ToL07YMcf/1024x997/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 1024w, https://media.radaronline.com/brand-img/ToL07YMcf/1280x1246/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 1280w, https://media.radaronline.com/brand-img/ToL07YMcf/1440x1402/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 1440w, https://media.radaronline.com/brand-img/ToL07YMcf/1600x1558/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 1600w, https://media.radaronline.com/brand-img/ToL07YMcf/2160x2103/2015/01/Kate-Gosselin-upset-billionaire-boyfriend-bankrupt-06.jpg 2160w)
“I get it,” she said. "Everyone wants me to be dating. I hear it loud and clear. It just doesn’t happen that easily, but I want it just as much as anyone does.”