Craig Newmark, the founder of Craigslist, shares his fascinating journey from a simple email list to creating a household name in online classifieds. He discusses the platform's roots, emphasizing community values amidst commercialization pressures. The conversation dives into how he's utilized his wealth for philanthropy, particularly supporting veterans. Newmark also confronts the ethical complexities of the internet, touching on cybersecurity, personal freedoms, and the delicate balance of honesty in relationships, all while sprinkling in a few humorous anecdotes.

Koe Wetzel, a Texas-born country singer known for his raw style and loyal fanbase, shares his wild upbringing and the challenges of balancing fame with authenticity. He reminisces about chaotic touring experiences, including near disasters and failed business ventures. The conversation dives into the modern outlaws of country music, his unique relationship with fans, and the importance of storytelling in songwriting. Koe also reflects on his journey from small-town life to mainstream success, blending humor with heartfelt moments along the way.

MrBeast, also known as Jimmy Donaldson, is a renowned content creator and philanthropist who has taken YouTube by storm. In this conversation, he shares the ambitious vision behind his new show, “Beast Games”, featuring high-stakes challenges. He opens up about his journey from struggling creator to internet sensation, revealing his understanding of fame’s complexities. With hilarious anecdotes from his chocolate factory video shoot and reflections on ethical issues in the cocoa industry, MrBeast inspires with his commitment to creativity and philanthropy.

Scott Galloway, an NYU marketing professor and host of the Prof G and Pivot podcasts, joins Theo to discuss pressing issues for young men today. They dive into the delicate balance between career aspirations and personal relationships, exploring how societal expectations shape these dynamics. Galloway emphasizes the importance of mentorship and positive role models while tackling evolving concepts of masculinity. The conversation also critiques social media's impact on mental health and relationships, highlighting the need for connection in a digital age.

In this solo adventure, Theo dives into his plans for Thanksgiving and shares his excitement about seeing SNL live with Bill Burr. He humorously addresses his Ticketmaster frustrations and reflects on the chaotic yet joyous nature of family gatherings. A mixture of listener voicemails adds to the fun, while conversations about friendships across cultures and the complexities of gratitude keep things lively. Throw in some light-hearted discussions on holiday food preferences and you’ve got a portrait of the absurdity and beauty of everyday life.

Stavros Halkias, a stand-up comedian and host of "Stavvy’s World," shares laughs and insights from the Hotel Chelsea. He discusses the quirky elements of his new film, 'Let's Start a Cult,' emphasizing its lighthearted take on comedy. The conversation dives into the humorous history of condoms and societal views on sex, alongside nostalgic reflections on Batman portrayals. From funny tales of living situations to playful banter about men's essentials, Stavros keeps the dialogue entertaining and thought-provoking.

Matt McCusker is a stand-up comedian and co-host of "Matt and Shane's Secret Podcast." In this lively conversation, he shares his quirky aspirations of becoming a school security guard and recounts a hilarious tale of his dog accidentally consuming magic mushrooms. They banter about the upcoming 2024 election, delve into the absurdities of public restrooms, and reflect on personal anecdotes that blend humor with deeper insights about human relationships and societal dynamics.

Dr. Ryan Martin, known as the Anger Professor, is a psychology expert and author focused on understanding and managing anger. He discusses why we experience anger, particularly stemming from childhood, and how it manifests today, like road rage. The conversation dives into effective anger management strategies, emphasizing the power of channeling frustration into creative or constructive outlets. They explore the societal rise in anger, the complexities of emotional relationships, and the importance of self-awareness for better communication and forgiveness.

Sadhguru, an esteemed Indian yogi, mystic, and founder of the Isha Foundation, joins the conversation to explore profound topics. He shares insights on achieving inner peace and bliss while navigating the chaos of modern life. The discussion touches on the interconnection between human potential and soil health, emphasizing mental well-being. Sadhguru also reflects on the role of ancient wisdom in understanding consciousness and advocates for mindfulness practices to enhance joy and transformation in daily life.

BigXthaPlug shares his thoughts on juggling fatherhood and a rising rap career. He reveals his adventurous side, discussing hilarious skydiving anecdotes and dreams of space travel. The conversation touches on the emotional weight of spending holidays in jail and the complexities of family dynamics. The rapper reflects on his music journey, the impact of wealth, and the importance of mentorship. With playful conversations about aliens and personal growth, the episode combines humor with heartfelt storytelling.