Julian Schlossberg interviews acclaimed actress Christine Baranski about her remarkable career. Christine shares her Polish heritage, growing up in Buffalo surrounded by theatrical influences, and overcoming a fear of singing after a childhood trauma. She discusses her journey to Juilliard, her Tony Award-winning theater work with director Mike Nichols, and her transition to television with "Cybill." Christine also reflects on memorable roles in "The Good Wife," "The Good Fight," and "The Gilded Age," her experiences with Stephen Sondheim's complex work, and her gratitude for a 50-year career.

Julian Schlossberg interviews actor Michael O'Keefe, known for his Oscar-nominated role in The Great Santini and as Danny Noonan in Caddyshack. O'Keefe reflects on his upbringing, career highlights, and collaborations with legends like Robert Duvall, Jack Nicholson, and Bette Davis. He discusses lessons learned about humility, Hollywood's fickleness, and his love of theater. O'Keefe also shares his passion for poetry and songwriting, and promotes his new film, A Break in the Rain, opening at New York's Angelika Theater.

Julian Schlossberg continues his in-depth interview with filmmaker Woody Allen. They discuss Allen's first Broadway experience, his relaxed approach to acting under other directors, and his various writing collaborations. Allen reflects on the changing Broadway landscape, his preference for low-budget filmmaking, and working with actors like Michael Caine and Max von Sydow. He shares memories of conversations with Fellini and Bergman, revealing their shared insecurities. The episode concludes with Allen's candid thoughts on legacy—expressing complete indifference to how he'll be remembered after death.