Kara Swisher interviews Scott Galloway about his book "Notes on Being a Man," exploring the crisis facing young men and his attempt to redefine masculinity as a positive, aspirational code built around providing, protecting, and procreating responsibly. Galloway grounds the discussion in his own upbringing with a single mother, the absence and later partial redemption of his father, his drive to become financially secure, and his evolving role as a father of two sons. They also discuss how politics, culture, education, and policy can better support boys and men without diminishing the progress and rights of women and other marginalized groups.
Theo Von records a Thanksgiving-themed solo episode with producer Riley Mao, reflecting on the holiday, American history, the current state of the world, and the importance of focusing on tangible relationships and small joys. He shares a humorous yet sincere list of little life experiences he appreciates, updates listeners on recent charity efforts, and reacts to several heartfelt listener calls about mental health, painful family dynamics, impending parenthood, and spiritual questions. Throughout, he and Riley also discuss Riley's upcoming fatherhood, Theo's evolving sense of purpose, and his desire to deepen his relationship with God and better care for himself.
Will Arnett, Jason Bateman, and Sean Hayes talk with Benedict Cumberbatch about fatherhood, his upbringing as the only child of two working actors, and how that shaped his path into acting. They cover his experiences at British boarding schools, a formative gap year teaching in a Tibetan community near Darjeeling, and his early TV and film work, before diving into his approach to roles, working with major directors and actors, and navigating fan expectations around iconic characters. Benedict also discusses learning to surf in his 40s, dealing with a serious shoulder injury, and his producing work on a new film adaptation of Max Porter's grief-focused novella "Grief is the Thing with Feathers," as well as his long-gestating adaptation of the novel "Rogue Male."
The host interviews Kevin about his journey from an unfocused teenager in North Philadelphia to a globally successful stand-up comic, actor, and entrepreneur. Kevin describes how his strict mother, his father's failures, and his own 'dummy moments' taught him to finish what he starts, persist through a 13-year grind before his big break, and later learn the worlds of business and investing by admitting ignorance and asking questions. They also explore the costs of relentless ambition, his approach to fatherhood and masculinity, setting boundaries to manage stress, and his evolving perspective as reflected in his stand-up special "Acting My Age."
Theo Von talks with Matthew McConaughey about childhood memories, old-school wrestling, and the daredevil legacy of Evel Knievel before exploring how modern technology has shifted our relationship to moments, identity, and validation. They dig into ego versus confidence, redefining humility, courage in the face of fear, and the psychology of peak performance in college football and SEC culture. McConaughey also shares deeply about fatherhood, marriage, family rituals, faith, prayer, his writing process for "Poems and Prayers," and the importance of pursuing transformation rather than a purely transactional life.
Sean walks through roughly a decade of business attempts-from a sushi restaurant and wristband dropshipping to a biotech venture and a series of social and messaging apps-before finally finding success with a high school Fortnite esports league that was acquired by Twitch. He then explains how his approach to project selection, learning, and risk changed, leading to a streak of more straightforward wins and a portfolio doing tens of millions in revenue. The conversation shifts into money, defining "enough," the idea of a second mountain focused on creative work and meaning rather than more wealth, and ends with a light segment about Halloween, parenting, and family traditions.
The host interviews MMA referee and longtime diesel mechanic Keith Peterson about his no-nonsense approach to officiating, his path from amateur fighter to top-level referee, and his life in New York hardcore music. Peterson describes his family life, long marriage, parenting three kids who are into music, wrestling, and skateboarding, and his commitment to coaching girls' wrestling alongside his daughter. He also discusses health changes, the loss of his brother, and the discipline and safety mindset required to referee high-stakes fights.
Comedian and actor Pete Davidson sits down for a long-form conversation about his life, from losing his firefighter father in the 9/11 attacks and how that shaped his childhood, to his struggles with depression, suicidality, addiction, and eventual decision to get sober. He discusses the emotional toll of fame and tabloid culture, his tendency toward self-sabotage and people-pleasing, and how therapy, recovery, and supportive relationships-especially with his mother and older comic friends-have helped him. Pete also talks about gearing up for his first international tour, reflecting on a previous Amish guest, and his excitement and fears around becoming a father for the first time.
Paul "Triple H" Levesque discusses how WWE blends athleticism, storytelling, and character to create a unique form of entertainment that emotionally engages a massive global audience. In conversation with Patrick Talty, he explains WWE's creative process, media partnerships, and the importance of family, presence, and health, including his work on the President's Fitness Council. He also reflects on his own journey from childhood fan to performer to chief content officer, and how WWE's stories can inspire resilience and connection for fans around the world.