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Sarah Sherman Sees Everything

4/9/20261 hr 9 min

Welcome back! This week’s guest is the hilarious Sarah Squirm AKA Sarah Sherman! Sarah and Caleb talk their Chicago comedy days, a harrowing trip to the doctors office, the afterlife, SNL and so much more! 

Watch Sarah’s HBO special Live + In The Flesh here! https://www.hbomax.com/movies/sarah-squirm-live-in-the-flesh/5d79e162-5a0a-4177-9021-79bac1836b07 

Join our Substack for ad free full episodes, early access to merch, our community chat, and more! https://calebsaysthings.substack.com/  

Follow Sarah! @sarahsqu...

Clips

Transcript preview

First 90 seconds
  1. Speaker 00:00

    [upbeat music] Soccer fans, your chance to witness history is here. You could win tickets to the FIFA World Cup 2026 final, thanks to Visa. All it takes is a BeMo Visa credit card to enter. Sign up and enter at BeMo.com/contest. Contest rules apply.

  2. Speaker 10:16

    Wave.

  3. Sarah Sherman· Guest0:19

    Needle in arm. Other hand writing down definition for PrEP for a doctor. Teaching, basically, ma- who, by the way, who's the doctor and who's the patient now?

  4. Caleb Hearon· Host0:29

    [laughs] Teaching a doctor who, what PrEP is and what gay guys are. [laughs] Also, he put, also I got my chart notes back, and my chart notes said, "Risky homosexual behavior, obese." [laughs] [upbeat music] Today's episode is presented by, you guessed it, Intuit TurboTax. Now this is taxes. Sarah, how's it going, girl?

  5. Sarah Sherman· Guest0:50

    You know, when we had our day together, a, kind of a couple days- [laughs] It was kind of, that was kind of the best couple days of my life.

  6. Caleb Hearon· Host0:57

    Do you wanna tell me what couple days you're talking about?

  7. Sarah Sherman· Guest0:58

    Oh my, well, see, you have so much fun that you don't even like think about the days that we shared together.

  8. Caleb Hearon· Host1:03

    [laughs] What?

  9. Sarah Sherman· Guest1:04

    Well, we had our, we went on a, basically a couples retreat.

  10. Caleb Hearon· Host1:06

    [laughs] Oh my God.

  11. Sarah Sherman· Guest1:08

    We- Well, I was, yeah, I had some other stuff going on.

  12. Caleb Hearon· Host1:11

    [laughs] You're talking about when [laughs]...

  13. Sarah Sherman· Guest1:14

    I, we had a sleepover.

  14. Caleb Hearon· Host1:15

    We had a sleepover in Upstate New York.

  15. Sarah Sherman· Guest1:17

    Right, we did.

  16. Caleb Hearon· Host1:17

    And we went to, um, we went to the Waxahachie MJ Linden and- You, like, can't even think of what happened because every single day is a carnival for you.

  17. Sarah Sherman· Guest1:26

    [laughs] Every day is like, every, every day I'm like, "Hey,

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