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Obsessed: The Podcast

Patton Oswalt: Trump, Kimmel, and the State of Stand-Up Comedy

Obsessed: The Podcast

The Daily Beast

Tv & Film

4.5686 Ratings

🗓️ 19 November 2025

⏱️ 56 minutes

🧾️ Download transcript

Summary

Patton Oswalt begins his latest stand-up special (‘Black Coffee and Ice Water,’ streaming on Audible Nov. 20) by reading a fake disclaimer about how he’s gone full MAGA in an attempt to avoid the authoritarian hand of Donald Trump. It’s a funny bit that also underscores the comedian’s very real fears about being an outspokenly anti-fascist voice in 2025 America. In his third appearance on the podcast, Oswalt talks about the freedom of putting together an audio-only special, which includes jokes about his teenage daughter and celebrating 30 years on Prozac. He also shares his visceral reaction to Jimmy Kimmel’s suspension, Donald Trump’s “mediocrity,” the MAGA-friendly comedians who happily took Saudi Arabia’s money, and what keeps him performing stand-up nearly 40 years into his career.  Patton Oswalt’s ‘Black Coffee and Ice Water’ on Audible Follow Patton Oswalt on Instagram @pattonoswalt  Follow Matt Wilstein on Bluesky @mattwilstein  Follow The Last Laugh on Instagram @lastlaughpod Watch full episodes of The Last Laugh podcast on the Daily Beast’s YouTube channel Highlights from this episode and others at TheDailyBeast.com Hosted on Acast. See acast.com/privacy for more information. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

This is The Last Laugh. I'm Matt Wilstein from The Daily Beast, and today I am thrilled to be joined by a stand-up comedian who has been making me laugh for a very long time. His latest special, Black Coffee and Icewater, premieres exclusively on Audible this Thursday, November 20th.

0:22.1

Pat and Oswald, welcome back to The Last Laugh. Thanks for having me back. I'm glad we can get over

0:28.7

the disaster that my first appearance was. I think I've issued every apology that I can.

0:35.2

Yeah, people probably don't remember how how disastrous it was but yeah

0:39.7

let's not go into that and I'm really sorry for what it did to the 2020 election again very

0:46.7

sorry for all that let's just have fun today let's move on and have fun good idea um this is actually

0:53.1

your third time on the show, so you join our

0:55.3

coveted three-timers club. So that's, it's very exciting for you. Nice to be a three-timer.

1:01.6

I'll take it. Thanks, man. I really enjoyed listening to your new special, which is not

1:07.9

something that I'm used to doing. I feel like I'm mostly watching specials these days, but this is an audio-only special. So what was the decision-making

1:17.5

going into that? Were you just sick of people looking at you? Or how did you get there?

1:23.6

I remember I got the offer from Audible, and it really struck me that I I except for my first two albums, I had always been doing like video and, you know, filming and thinking about the set, thinking about the wardrobe and the lighting and all the albums that really, really influenced me were just people being recorded talking and you listen

1:44.1

to the voice and your mind makes the pictures rather than you're being given an image. And I just

1:51.6

loved the idea of getting to go old school again. And then I loved it even more when I was

1:56.8

10 minutes into recording the set at the Manit Elaine Lane Theater. It took me 10 minutes to realize,

2:03.0

oh, I'm not on camera right now. This is just me talking and the audience responding, and it's very

2:09.3

real, and it's very immediate. And it was so immediately freeing. I felt fantastic. How did it change your performance? I mean, because you're still performing for the people

2:21.0

who are there who are watching you, but not thinking, you know, knowing that you're not on camera,

2:25.1

how did it actually change what you did? I think it made the performance even more alive and

2:32.7

electric because I'm performing for the people that are right in front of me.

2:37.5

And what the audio is capturing is that excitement of just being in front of an audience live

2:45.3

and not knowing what's going to happen next.

...

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