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June 9, 2025 38 mins

Heather Havrilesky is the author of the book Foreverland: On the Divine Tedium of Marriage. She’s also the writer behind the advice columns “Ask Polly,” and “Ask Molly,” which is written by Polly’s mischievous alterego. In this episode, Heather and Chris navigate how to showcase your whole self – even if it means embracing the messy parts – and how leaning into contradictions can make you happier and healthier. They also discuss how most people’s twenties are a disaster, how to write in a way that feels true, and why it’s necessary to laugh at your own ridiculousness.


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Host: Chris Duffy (Instagram: @chrisiduffy | chrisduffycomedy.com)

Guest: Heather Havrilesky (Instagram: @heatherhav


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ask-polly.com

Foreverland: On the Divine Tedium of Marriage


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