Heart + Humor (with Adam Cayton-Holland)

This week’s guest is Adam Cayton-Holland and I truly cannot believe I get to say that. Adam is a Denver comedy institution: co-creator and star of Those Who Can’t, co-founder of The Grawlix, a nationally touring stand-up, author, screenwriter… the kind of multi-hyphenate creative who somehow makes excellence look casual. After reading his memoir Tragedy + Time, which explores the devastating loss of his sister with honesty and razor-sharp humor, he became a creative hero of mine, inspiring me to write my own memoir about grief.We talk about the book, about survival, and about what it means to turn the worst thing that’s ever happened to you into art that helps other people feel seen. We also dive into its film adaptation, See You When I See You, which just premiered at Sundance.And because Adam is a good sport (and a true pro), he even lets me put him through my Letterman-inspired “Top 10” questions, proving that even when the subject matter is heavy there’s still room for play. This one is thoughtful, funny, and deeply human. I'm so honored to have him on this season's penultimate episode.