The comedian and podcaster has the Internet in stitches. Now, he's making a big screen splash in The Devil Wears Prada 2.

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Comedian Caleb Hearon in the Devil Wears Prada 2
Photography by Sela Shiloni.

If you have access to the Internet, you’ll probably comedian and So True podcast host Caleb Hearon’s voice. Watch out for his forthcoming appearances on the silver screen in The Devil Wears Prada 2, Little Brother, and Trash Mountain, which he co-wrote with Ruby Caster.

What keeps you up at night?

The size of the oceans and outer space. I have to lie to myself when it comes up. I think about black holes and I get scared and then I go, “That’s a myth, buddy. Go to sleep.” And that helps. 

What are you looking forward to this year?

Eating a grilled hotdog by a lake with just a tiny little sunburn this summer. Kevin Morby’s new album, Little Wide Open. Making out in front of a dive bar. The Devil Wears Prada 2. And going on long walks.

Name an influence of yours that might surprise people. 

Mo’Nique! Growing up, my dad showed me a lot of stand-up by straight guys and I liked it. When I saw Mo’Nique’s Queens of Comedy set, she was outrageous and quick and fat and sexy and confident. I just couldn’t look away. And then she does Precious? Legend in every sense of the word.

What’s one work of art that got you through an important moment in your life? 

Blonde by Frank Ocean single-handedly got me through my infamous college depression. It also made it worse. Shout-out to Frank.

Where do you feel most at home?

Loose Park in Kansas City on a gorgeous day. There’s nothing like it.

What would you like the headline of your obituary to be? 

“He Tried Hard and Had a Lot of Fun.”

What would you wear to meet your greatest enemy?  

Suit of armor. For protection and status.

What would you be doing if you weren’t working in your field? 

I think I would run the campus activities office at a college like the goddamn Navy.

 

To read more from the 2026 CULT100 honorees, see the full list here.

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