James Lawrence, the Iron Cowboy, completed 105 iron-distance triathlons in 105 days, while Sean Conway did 101 in 101 days. They discuss their journeys, challenges faced, the importance of efficiency, mindset techniques, sponsorship, living a simple life, the impact of swimming in triathlons, and diet during the challenge.

Alexi Pappas, former Olympic athlete, poet, filmmaker, discusses her new relationship with running, inspiring women in sports, seeking outside input for personal evolution, challenges of saying no, and balancing long-term goals with creative pursuits.

Former NBA star Chris Herren shares his powerful story of addiction and redemption. They discuss the importance of understanding and supporting those with addiction, connecting with youth, conflicting feelings about substance abuse, and the transformative power and consequences of addiction. They also explore the impact of their current work, the significance of language in addressing addiction, lack of support for athletes with addiction problems, and a holistic approach to treatment.

Ken Rideout, an accomplished master athlete, shares his journey of overcoming obstacles and addiction. He discusses his mindset, training strategies, and the challenges faced during ultra races. The speaker reflects on their first ultra race and the importance of mindset and embracing discomfort for personal growth. They also explore the transformative power of personal growth, therapy, and finding gratitude in life.

Louie Psihoyos, an Academy Award winning documentarian, discusses the power of storytelling in creating social change and shares his experiences making impactful films like 'The Cove' and 'Racing Extinction'. He explores the importance of emotional engagement, confronts the director of the International Whaling Commission, and highlights the use of innovative techniques like modifying a Tesla car for environmental awareness. The podcast also covers topics such as illegal fish sales, AI deciphering animal communication, and the significance of projection events in creating change.

Julie Piatt, accomplished yogi, musician, chef, and mom of four children, discusses how to evolve long-term relationships, redefine intimacy, and reflect on the changes in dynamics. They also explore topics like desire, communication, gratitude, sleep hygiene, and their Memphis adventure.

William Goodge, The Atypical Ultra-Runner, talks about his transcontinental run across the U.S., his unique style and energy, and his mission to raise funds for cancer research. He discusses his friendship with Robbie Balenger, the controversy surrounding his run, and the importance of manifesting potential. They also touch on mental resilience, preparation for the run, overcoming challenges, and the power of ultra-running mindset.

Pixar co-founder Ed Catmull discusses the leadership and management principles that built Pixar's unique and successful studio. He shares insights that fueled his career, workplace practices to build creative teams, and his personal philosophy of embracing failure. They also dive into Ed's fascinating life journey, including his relationships with George Lucas and Steve Jobs. The podcast explores creating a culture of collaboration, innovation, and learning, as well as the importance of feedback, the creative process at Pixar, and the impact of technology on storytelling.

Pete Holmes, a stand-up king known for his comedy specials and HBO show Crashing, talks about spirituality, creativity, fatherhood, and the nature of reality. They discuss how parenthood changes perspective, the power of individuals, making ethical choices, the process of creating stand-up material, the impact of podcasting on comedy, exploring spirituality, and finding like-minded individuals. They also explore the concept of God as a metaphor, finding one's way back, resistance and attachment, and the practice of 'The Work'.

Steph Catudal, New York Times bestselling memoir author, discusses trauma, rebellion, faith, tragedy, and the struggle to find meaning in life. They explore healing, self-understanding, and gratitude amidst tragedy. The challenges of being public figures while dealing with cancer and the impact of the COVID pandemic are also discussed. The chapter reflects on finding happiness within and coping with loss. They explore the speaker's experience of being disconnected, numbing pain with alcohol, and the guilt they felt due to their Mormon background. Reflections on honesty, diversity in religion, suffering, and memory are also included. The importance of embracing all emotions and exploring the concept of love is discussed. The podcast ends with reflections on memoir writing and trusting gut instinct.