Jenny is a writer on Late Night with Seth Meyers, where she also regularly appears on camera in the popular segment Jokes Seth Can’t Tell. She is also the author of a new book of essays called Advice No One Asked For. In this episode, Jessi Hempel sits down with Jenny to talk about the arc of her non-traditional career, and what it actually takes to keep going in the face of failure.
In this episode, Jessi and Jenny discuss:
The live advice show Jenny built during the writer's strike, and how a room full of strangers asking earnest questions accidentally became the most community-building thing she's ever done
How humor acts as a spoonful of sugar that lets us endure the heavy stuff a little longer
The 411 call that landed Jenny a grad school internship
Why the find-yourself period matters, and what gets lost when young people skip it
The writing advice Jenny gives everyone: the part where you create and the part where you judge have to be two completely separate steps
How growing up queer in the '80s and '90s inadvertently became a blueprint for every out-the-box decision she's made since
Why a creative career isn't all-or-nothing, and what the middle actually looks like
Find Advice No One Asked For wherever books are sold, and follow Jessi Hempel on LinkedIn.
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