Issa Rae
Issa Rae  
Podcast: One Nightstand
Published On: Wed Sep 10 2025
Description: In ⁠One Nightstand⁠, celebrity readers and writers join us at ⁠The Blond⁠ in ⁠11 Howard⁠ to discuss their favorite books.In this episode, writer, producer, and actor Issa Rae sits down with Charlotte Owen to discuss her new book, I Should Be Smarter by Now. Issa shares why life is better after your 20s, the book she’s desperate to adapt, and what she “romanticized” in her hit HBO series Insecure.The Courage to Be Disliked: How to Free Yourself, Change Your Life and Achieve Real Happiness by Ichiro Kishimi and Fumitake KogaThe Wilderness by Angela FlournoyEleanor Oliphant Is Completely Fine by Gail Honeyman Great Black Hope by Rob Franklin I Should be Smarter by Now by Issa RaeIssa’s new collection of essays, I Should Be Smarter by Now, is available now on Amazon and Audible.CreditsDirector/Director of Photography: Marshall StiefAssistant Camera: Jasmin VelezPost Supervisor: Delia KellyPost Production Manager: Mateo DelgadilloEditor: Alex ViolaProducer: Aubree Lennon