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The Three Questions with Andy Richter

Skyler Higley: Bad Breakup Stories (The Andy Richter Call-In Show)

The Three Questions with Andy Richter

Team Coco & Earwolf

Comedy

4.53.6K Ratings

🗓️ 20 February 2026

⏱️ 63 minutes

🧾️ Download transcript

Summary

Straight from the Oscars writers’ room, former CONAN writer and comedian Skyler Higley joins The Andy Richter Call-In Show this week to hear your BAD BREAKUP STORIES! Want to be a part of the Andy Richter Call-In Show? Tell us your favorite dinner party story or ask Andy a question! Fill out our Google Form at BIT.LY/CALLANDYRICHTER or dial 855-266-2604.

Transcript

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0:00.0

Conan O'Brien Radio

0:03.0

Conan O'Brien Radio

0:07.0

Hi everybody!

0:10.0

Andy Richter here, which is good because this is the Andy Richter

0:20.0

call-in show here on Conan O'Brien Radio.

0:23.3

It would be so much, well, I don't know.

0:25.5

Maybe if I was, say, Bob Vila.

0:28.4

Does anyone even know who Bob Vila is?

0:30.3

Do you know who Bob?

0:30.8

I do not.

0:32.1

Okay, see, that's the problem with being old.

0:35.4

That other voice you heard was Skylar Higley.

0:37.5

He's sitting in with me today, co-hosting, guest hosting.

0:42.8

He's a comedian and writer.

0:44.1

He's written for the Academy Awards.

0:46.3

The Onion After Midnight Conan.

0:49.3

And you are nominated for a Writers Guild Award for the, yeah. For the Twain Awards, right?

0:55.3

The Twain Awards. Oh, yeah, which we did. Is it just the Twain Awards? Yes. Okay. Because I didn't know if the Oscars got a Writers Guild Award nomination or not. We did not. Thanks for bringing that up. Well, it's, you know what, they just, they weren't that good. Mm-hmm. Last year, I mean, Conan was, you know, he had that sort of aweshuck's charm that he's had surgically implanted. Yeah, sort of flying around. Yeah, yeah. The material wasn't good. Right. But as far as the writing, making air quotes. You know, come on. It could have been better. We're trying to do better, Nick. Right. I always feel like he just makes it up anyway. Yeah. For years on the show, people would, there were people that would think that just when the show would start and be like, hey, how are you? What are you doing? What's up? How are you? Like that that was all scripted. Like that was all carefully scripted. Oh, really?

1:44.7

Yeah, yeah, yeah.

1:45.5

I had it the other way when I got on the show and people found out that I was going to be a writer.

1:52.1

People were like, he has writers on the show.

1:55.5

You think he just made it.

...

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