Navigating Emotional Vulnerability in the Digital Age

Novelist, essayist, and publishing coach Leigh Stein returns to the show to discuss her new gothic-inspired novel, If You’re Seeing This, It’s Meant for You. Set in a Los Angeles “hype house,” the book follows a 39-year-old woman managing a mansion full of TikTok influencers—and confronting the realities of aging out of digital media. Leigh talks about the inspirations behind the novel, from a Frank Lloyd Wright house to parasocial relationships to the controversies around Joan Didion’s private papers. We also explore bigger questions: the future of Substack, fandom as a cultural force, the blurred line between art and content, and how young writers can navigate the creator economy. Along the way we get into Coldplay-Gate, public shaming as a modern scarlet letter, and what it really means to make a living while making art. About the Guest: Leigh Stein is the author of six books, including the satirical novel Self Care and her latest gothic novel, If You’re Seeing This, It’s Meant for You. Her writing has appeared in The New York Times, The Washington Post, The New Yorker online, Airmail, Allure, ELLE, BuzzFeed, The Cut, Salon, and Slate.