Writer and podcaster Nora McInerny (Terrible, Thanks for Asking) explains why she is the saddest happy person she knows; music entrepreneur Nabil Ayers chats about his memoir My Life in the Sunshine and his estranged relationship with his biological father, funk/soul musician Roy Ayers; and singer-songwriter Madison Cunningham gives a show-stopping performance of her song "All I've Ever Known” from her Grammy-winning album Revealer. Plus, host Luke Burbank and announcer Elena Passarello discuss the ways in which we are too hard on ourselves.

Award-winning author George Saunders (Lincoln in the Bardo) unpacks his writing process and explains how creating confusion often leads to interesting literary worlds; and singer-songwriter Samantha Crain discusses the importance of making music in her Choctaw language, before performing "Joey" from her album A Small Death. Plus, host Luke Burbank and announcer Elena Passarello celebrate teachers and the impact they've had on us.

Author and Jeopardy host Ken Jennings takes us on a journey to the afterlife with his latest book, 100 Places to See After You Die, and explains why contestant interviews are so darn awkward; writer Erica Berry discusses her debut book Wolfish, which examines all things "wolf" – from fables to fears; and international rock group Making Movies performs "Porcelina" from their album XOPA. Plus, host Luke Burbank and announcer Elena Passarello share versions of the perfect afterlife, according to our listeners.

Washington Post reporter Casey Parks unpacks her new book Diary of a Misfit, wherein she reckons with her own sexuality, her Southern identity, and her complicated relationship with her mother; and singer-songwriter Thunderstorm Artis explains how his music went from The Voice to Grey's Anatomy, before performing his single "Stronger." Plus, host Luke Burbank and announcer Elena Passarello set out to solve some mysteries.

Ari Shapiro, journalist and co-host of All Things Considered, unpacks his new book The Best Strangers in the World: Stories From a Life Spent Listening, which chronicles his reporting adventures across the globe, from Air Force One to the stage of the Hollywood Bowl; comedian and TV writer Demi Adejuyigbe explains how the WGA strike has afforded him so much free time... to go to the Renaissance Faire. Plus, host Luke Burbank and Elena Passarello share stories of the most amazing strangers our listeners have encountered.

Comedian and satirist Ginny Hogan explains the terms and conditions of being her undetermined partner; Oregon Poet Laureate Anis Mojgani describes a surprising encounter with an unlikely poetry fan; and jazz vocalist and Pink Martini member Jimmie Herrod recounts his successful run on America's Got Talent before performing his new song, "I Love You." Plus, host Luke Burbank and Elena Passarello unpack some dating red flags.

Writer and podcaster Jamie Loftus dives into her New York Times bestselling book Raw Dog: The Naked Truth About Hot Dogs, a travelog on the cultural and historical significance of the American sausage; poet José Olivarez explores the lexicon of love in two languages in his newest collection Promises of Gold; and R&B/Soul vocalist Danielle Ponder performs "So Long" from her debut album Some of Us Are Brave. Plus, host Luke Burbank and announcer Elena Passarello go on some hypothetical road trips.

Writer and podcaster Sona Movsesian makes the case for why she is "the world's worst assistant" to Conan O'Brien; stand-up comedian Marcella Arguello unpacks the politics of airport parking; and spiritual jazz duo Brown Calculus perform their song "Seven Seas." Plus, host Luke Burbank and announcer Elena Passarello share the worst jobs our listeners have ever had.

Pulitzer Prize-winning reporter and acclaimed author Timothy Egan unpacks his newest book A Fever in the Heartland, which traces the Ku Klux Klan's expansion across America in the 1920s and one woman's crusade to stop them; rapper and poet proves she's more talented than AI by performing a poem she penned backstage using popular search terms. Plus, host Luke Burbank and announcer Elena Passarello reveal the most ridiculous challenges our listeners have accepted.

Writer Erika L. Sanchez (I Am Not Your Perfect Mexican Daughter) unpacks her memoir-in-essays, Crying in the Bathroom, and how Lisa Simpson taught her about feminism; podcaster Sam Sanders (Into It, Vibe Check) argues that pop culture gives us the script for how to be in the world; and singer-songwriter John Craigie admits to being terrible at small talk, before performing "Drown Me" from his latest album Mermaid Salt. Plus, host Luke Burbank and announcer Elena Passarello chat about those pop culture moments we can't seem to let go of.