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Obsessed: The Podcast

Michelle Wolf: Trump, Riyadh, and Netflix Special ‘The Well’

Obsessed: The Podcast

The Daily Beast

Tv & Film

4.5686 Ratings

🗓️ 10 December 2025

⏱️ 52 minutes

🧾️ Download transcript

Summary

Michelle Wolf is probably best known for being the comedian who roasted Sarah Huckabee Sanders to her face at the White House Correspondents’ Dinner in 2018. Seven years later, her only regret is that she wasn’t meaner. In this episode, Wolf reflects on how much—and how little—has changed since, from Donald Trump’s escalating attacks on comedians to her new identity as mom of two, which she explores in her new Netflix special ‘The Well.’ She discusses her complicated reasons for turning down the Riyadh Comedy Festival, explains how her short-lived talk show ‘The Break’ predicted Trump 2.0, and shares her take on the fragile state of late-night TV. And later, Wolf reveals how she ended up writing Kim Kardashian’s SNL monologue after the reality star decided Amy Schumer’s jokes weren’t funny enough.  Follow Michelle Wolf on Instagram @michelleisawolf  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 Obsessed 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 on the show is one of my favorite stand-up comedians who you may know from Late Night with Seth Myers, The Daily Show, or that time she publicly humiliated the women who were paid to defend Donald Trump.

0:21.9

Her latest Netflix special, The Well, is streaming now.

0:25.5

Michelle Wolf, welcome to The Last Laugh.

0:27.9

Thanks for being here.

0:28.8

Hi, thanks for having me.

0:30.2

Sorry, I just, I muted it because my, my infant was farting quite loudly.

0:36.9

You don't think the listeners want to hear that?

0:39.2

I mean, I just didn't want to get confused for me.

0:42.7

Oh, that's true.

0:43.6

Yeah, I wanted to be able to make the...

0:44.9

Yeah, I want to be able to make the proclamation

0:47.8

before people were like, is she farting in the background the whole time?

0:52.6

But anyway, if you hear a middle-aged man fart, that's my new baby.

0:58.8

He farts like he's in his 40s, so I don't know.

1:02.9

That's just how it's just how it is.

1:04.4

Well, congratulations.

1:06.5

So, you know, I want to start this by, I think I owe you something of an apology because this is not the first time we've done this.

1:14.8

I don't know if you remember.

1:15.8

We recorded an episode of this podcast in 2019, but it never came out because the audio was mysteriously lost.

1:24.5

Really?

1:25.1

So, yeah.

1:26.1

I wasn't, I didn't think you would remember that., so this is our, this is our chance to redo it.

...

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