What happens when life doesn’t call for a hero, but a sense of humor? In this episode of On Becoming, I’m joined by Jessi Klein—Emmy-winning writer, comedian, and one of the funniest people I know—to remind us that sometimes, survival isn’t about grand heroics but finding humor in the middle of motherhood, midlife, and all the “what in the actual f*ck” moments we never saw coming. In a time when women’s rights and bodies are still up for debate (and sometimes outright denial), Jessi shows us how laughter can be our greatest tool for resilience, connection, and yes, even protest.
About Jessi Klein:
Jessi Klein is an Emmy and Peabody Award-winning writer, comedian, and producer known for her work on Inside Amy Schumer, Big Mouth, and Dead to Me. She’s also the author of two bestselling books, You’ll Grow Out of It and I’ll Show Myself Out, where she brings the unvarnished, laugh-out-loud truths about womanhood to the page.
In this episode, we’ll explore:
•The quiet courage it takes to stay present through motherhood’s hardest moments, and why Jessi calls it the “ultimate hero’s journey.”
•How Jessi uses humor to confront the emotional shifts of midlife and keep herself grounded (or at least laughing) through it.
•Why unfiltered storytelling about womanhood—complete with underwear sandwiches and other intimate details—helps us connect over experiences we rarely share.
•Her journey to realizing that comedy is more than just jokes—it’s a powerful way to make people feel less alone.
As you listen, consider these questions:
•How might laughter help you face the big, messy challenges in your own life?
•What would it mean to see your own struggles as a hero’s journey, where the courage lies in just showing up, day after day?
•How can humor help us feel less alone in the experiences we usually keep quiet about?
Links and Mentions:
•You’ll Grow Out of It, I’ll Show Myself Out
•Jessi's IG
Connect with me:
•Book a discovery call
•Subscribe to my Substack
•Leave a message on Speakpipe
•Follow me on Instagram
Credits: Artwork Jessie Kanelos Weiner; Editing Matthew Jordan; Music © Fabrice Fortin; Photo: Virginie Faucher
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