Host Luke Burbank and announcer Elena Passarello discuss the ways in which we are too hard on ourselves; 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-nominated album Revealer.