A Late Bloomer with Kaitlin Olson

Life Will Be the Death of Me with Chelsea Handler

iHeartPodcasts

Comedy Interviews, Comedy, Society & Culture

4.6 • 4.6K Ratings

🗓️ 8 January 2026

⏱️ 45 minutes

🔗️ Recording | iTunes | RSS

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Summary

Kaitlin Olson (Hacks, High Potential, It’s Always Sunny in Philadelphia) joins Chelsea to chat about juggling 3 shows at once, forcing her husband Rob Mac to fall in love with her, and why balls are funny… until they’re not.

Then: A postal worker can’t jibe with girls her own age and finds happiness in may-december friendships. An ex-wife struggles to name a newborn. And an ex-stripper chases her new dream job - but will her past hold her back?

Check out Redneck Kitty at @redneck.kitty

Need some advice from Chelsea? Email us at [email protected]

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opinions of iHeartMedia or its employees. This Podcast should not be used as medical advice, mental health advice, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

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Transcript

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0:00.0	This is an I-Heart podcast. Guaranteed Human.
0:05.6	Hi, Catherine. Hi, do you hear my voice? I can hear your voice, Ms. Critics Choice Award host. You absolutely crushed it.
0:14.6	Oh, thank you. I had such a good time at the Critics Choice Awards. I can't believe how, I can't believe my dresses and my tucks and the way I
0:22.0	looked. I was like, what? I saw pictures in myself. I'm like, oh my God, I can't believe that I'm
0:27.5	50 years old and I look better than I did when I was 35. Every woman that is listening to this,
0:32.8	you need to know how much better everything keeps getting. Like, oh my God, my body, my face,
0:41.3	everything looks better. I'm so pleased. And I have to tell you, I love the way you look at a tux.
0:46.2	You know this already, but like, I love it. That was my nod to Diane Keaton, but I loved it, too.
0:52.4	I felt like a real fucking bitch in that
0:55.7	talks. That's the best way. Yeah, it was super fun. I'm here in New York City, getting ready
1:02.2	to do some press. I'm doing Kelly Clarkson, and I'm doing Jimmy Fallon tomorrow night to promote
1:07.8	my high and mighty tour. Tickets are on sale, people. Get your tickets.
1:11.5	The tour jumps off in D.C. in February.
1:14.7	So get your tickets.
1:16.9	And we have a fun guest today.
1:18.4	She know her from It's Always Sunny in Philadelphia, Hacks,
1:22.0	and her new show, High Potential.
1:24.0	So please welcome Caitlin Olson.
1:27.0	Hi. Oh, look who's here. Hi, Caitlin Olson. Oh, my God. I can't believe I've
1:35.4	never met you before. This is crazy. I know. I was watching you in High Potential the other night
1:40.1	doing your detective work. I'm like, have I met her or not remembered? And I'm like, no, I would remember your energy because I love your energy. Every time you're in a scene in any of the things that you do, you light up the room. And that is just like, you're so sweet. No, I mean it. I mean it. You're just so light filled. And I just love that about you. So congrats on Being Light.
2:17.3	Oh, my. Thank you very much. I've never been congratulated on that before. And I really appreciate it. Well, there's a lot of things that are going to happen today that have never happened to you before. I can't wait. First of all, I can't believe it's always Sunny has been on for 20 fucking years or 20 seasons. Is it 20 seasons? 20 years, right? It's 20 years. It's 20 years, yeah.
	...

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