Phoebe Katis on success and arrival, the value of side hustles, pop music as a delivery system for truth, how to build a creative life without asking your art to carry everything.and what it means to keep “coming of age” well into adulthood.

Singer, songwriter, producer Keren Ann on creativity, discipline, and what it really takes to make art over a lifetime. She talks about growing up between languages and cultures, about solitude, songwriting, and the moment when motivation stops working and discipline takes over.

Dan Pashman, creator of The Sporkful podcast, on building a creative career from the ground up after years of radio layoffs and false starts, creative obsession, podcasting as a business, food as culture, and what Pashman sees as a key to his success: “Never underestimate the power of desperation.”

Singer Kurt Elling returns ten years later to talk about gratitude, courage, Broadway’s Hadestown, and what it means to be in service of the music. A deep conversation about jazz, vocation, and why the artist’s job is not to perform but to manifest.