Jay Cutler Discusses Dating After Split From Kristin Cavallari, Says It’s ‘Hard As Hell’

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David Hookstead Sports And Entertainment Editor
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Jay Cutler hasn’t had an easy time dating since his divorce from Kristin Cavallari.

Cavallari and Cutler were one of the biggest power couples in all of sports and entertainment, but the two decided in 2020 it was time to go their separate ways. (RELATED: David Hookstead Is The True King In The North When It Comes To College Football)

Seeing as how Cutler is a former NFL player with millions in the bank, you might think he’d have no problem meeting a new woman. Well, it’s apparently not that simple!

“It’s hard as hell really. Meeting people is hard. I think finding out what people really want from you; I think that’s probably an issue,” Cutler said on his “Uncut With Jay Cutler” podcast, according to Page Six.

This is bad news for the regular bros out there. If it’s tough for Jay Cutler, I can’t imagine it’s any easier for regular people.

If millions of dollars in the bank and tons of name recognition doesn’t get the job done, then I’m not sure what will.


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Not only is Cutler rich and famous, but he’s also incredibly funny. Ever since retiring and splitting from Cavallari, his social media game has become legendary.

The dude is on a different level. Seriously, how is he not pulling different options left and right?

Let’s all hope Cutler finds love again! We need the content!