S2 Ep3: The Brutal Truth About FAILURE You Need To Hear | Elizabeth Day

5 Aug 2025 · 116 min
Episode

5 Aug 2025 · 116 min

0:00

In this episode of the How to Fail podcast, host Chris Donnelly interviews author and broadcaster Elizabeth Day. The conversation moves from a powerful live moment where a guest’s emotional story shifted the audience’s energy, to a deep dive into why the show features successful people rather than those in the midst of acute failure. Day explains her "failure principles," especially the common feeling of failure in one’s 20s, and critiques the cultural fetishisation of success and arbitrary timelines like "30 under 30." She shares a personal narrative about a failed fertility cycle, how a psychic reading helped her find peace and reframe parenthood, and how this experience reshaped her sense of purpose. The discussion then explores the importance of friendship, setting boundaries, and overcoming people‑pleasing tendencies, with practical advice on saying no and managing expectations. Day describes how she handles criticism and negative feedback, using a 24‑hour response rule and viewing dissent as a sign of impact. She recounts a moral dilemma about pulling an interview with Justin Baldoni after allegations surfaced, illustrating the complexities of platforming guests. The conversation shifts to Day’s entrepreneurial side: her instinct‑driven approach to building the How to Fail brand, the creation of the Daylight production company, and the development of "podclasses" that amplify diverse voices. Finally, she outlines upcoming projects—a new novel, a secret Daylight venture, and plans to grow her audience in the United States—while emphasizing her preference for short‑term planning over five‑year forecasts.

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