Best way to tackle a creative fear? With a friend! We talk with comedians Chris Duffy and Zach Sherwin about how they offered inspiration and accountability for each other in a 101-day TikTok content creation challenge. We touch on creative habits, perfectionism, practical tips for negotiating TikTok, collaborative projects, the vicissitudes of algorithms, and metrics of success. It’s a heart-warming, laughter-full episode full of friendship, fear, birds, and success. 

Chris Duffy is a comedian, television writer, and radio/podcast host. Chris currently hosts TED’s hit podcast How to Be a Better Human. He has appeared on Good Morning America, ABC News, NPR, and National Geographic Explorer. Chris wrote for both seasons of Wyatt Cenac's Problem Areas on HBO, executive produced by John Oliver. He’s the creator/host of the streaming game show Wrong Answers Only, where three comedians try to guess what a leading scientist does all day, in partnership with LabX at the National Academy of Sciences. He has performed live in venues as big as a sold out Lincoln Center and as small as a walk-in closet (also sold out). Chris is both a former fifth grade teacher and a former fifth grade student. 

Zach Sherwin is a Los Angeles-based comedian and the creator and host of The Crossword Show, in which a panel of comedians solves a crossword puzzle live onstage in front of an audience. In 2022, he published his debut crossword puzzle in the New York Times. His writing for the web series “Epic Rap Battles of History” has received multiple Streamy Awards and Emmy nominations, and the Epic Rap Battles in which he’s appeared have amassed well over half a billion YouTube views and an RIAA-certified Gold record. His own YouTube videos have been viewed many millions of times, and his other writing credits range from “Crazy Ex-Girlfriend” (The CW) to MAD Magazine. As a performer, Zach has appeared on “Totally Biased with W. Kamau Bell” (FX) and “The Pete Holmes Show” (TBS), both long cancelled, as well as “America’s Got Talent” (NBC), which seems to be doing just fine! Zach has also worked extensively as a TV audience warm-up comic, including at the 2023 National Spelling Bee finals. For more information on Zach and The Crossword Show, please visit www.crosswordshow.com.

Zach’s first video of the 101 day experiment:

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