Entrepreneurs Derek Sivers and Kevin Kelly share insights on confidence building, saying 'no', and the origins of CD Baby. They discuss voluntary simplicity, personal reflections, and the Amish community's approach to technology. Also covered are spiritual experiences, technological sabbaticals, and the value of diverse skills in media.

Terry Crews and Richard Koch share their journeys, including Terry's art background and confronting an abusive father, imposter syndrome on set, and reflections on success. Richard discusses wines, libraries, and the 80-20 principle in investing, with insights on Bain & Company and BCG, partnership transformation, and success factors from influential figures. The episode celebrates the podcast's 10th anniversary and best episodes.

Bestselling author Elizabeth Gilbert and renowned meditation teacher Jack Kornfield discuss setting boundaries, mindfulness, overcoming childhood trauma, monastic life experiences, cultivating compassion, and finding inner peace through love and meditation practices.

Renowned author Neil Gaiman and award-winning designer Debbie Millman share insights on writing habits, childhood dreams, and overcoming trauma. They discuss the creative process, career reflections, and making tough decisions in this milestone episode celebrating one billion downloads.

Michael Lewis and Martine Rothblatt discuss Michael's writing journey, the value of productivity, ethical considerations in genetic information, the therapeutic benefits of stimulating the vagus nerve, and the potential for synthetic consciousness through technology.

Experts Pavel Tsatsouline and Christopher Sommer discuss strength training principles, debunk myths, emphasize importance of grip/core training, hypertrophy science, and training as a practice. They touch on Soviet weightlifting, balancing strength/mobility, successful habits, gymnastic movements, and injury prevention strategies.

Seth Godin and Dr. Sue Johnson share insights on managing life, improving relationships, and cracking the code of love. Topics include setting rules for speaking engagements, embracing failure in creative projects, creating value beyond money, success of emotionally focused therapy, building secure connections in relationships, parenting approaches, microinterventions in therapy, parallels between tango dancing and relationships, and improving relationship dynamics through the 'Hold Me Tight' program.

Jerry Seinfeld shares insights on writing process, creativity feedback, and nurturing routines. Maria Popova discusses note-taking systems, external references, and effective delegation. Both guests reflect on resilience-building, creativity, and navigating the entertainment industry.

Legendary music producer Rick Rubin and renowned author Mary Karr share insights on weight loss, creative blocks, recommended reading, and self-kindness in this celebratory episode. Topics include overcoming obstacles in music, approaching production as a fan, and the importance of self-care for artists. The podcast highlights the best of the decade to commemorate its 10-year anniversary and one billion downloads.

Former Navy SEAL Jocko Willink and author Sebastian Junger discuss effective leadership qualities, rigorous workout routines, discipline leading to freedom, Stoic philosophy, war experiences, and societal integration in this engaging podcast episode.