Stand-up comedian Nikki Glaser chats with Theo about her wild night at the Roast of Tom Brady, almost bombing on stage, the history of lobotomies, tensions between lesbians and straight men, women's pleasure tech, and debut song listening.

Theo Von chats with Brandon Coleman and Andrew Bishop from Red Clay Strays about their rise in popularity, worst shows, van breakdowns, opening for Rolling Stones, and future aspirations. They share stories of fixing a bus slide during a show, humorous maintenance incidents, sound quality impact on live performances, band naming process, TikTok trends, and childhood song memories.

Grammy award-winning musician Zac Brown joins Theo to chat about growing up in Georgia, band struggles, craziest bar fights, memories of Jimmy Buffett, plant medicine experiences, shirtless shows, embracing discomfort, band dynamics, wild stories, healing through plant medicine, legendary aspirations, knife making project, and building a community of growth and purpose.

Australian comedian Celeste Barber joins Theo to discuss cultural differences between Aussies and Americans, her journey with mental health, awkward puberty talks with her kids, admiration for backup dancers, and comparisons between cricket, Indian weddings, American football, and rugby league. They also touch on parenting discussions, safety concerns in comedy, and share a magical beach experience.

Financial advisor and best-selling author Dave Ramsey shares his journey from bankruptcy to success, lessons on smart investing, common traits of millionaires, truths about inflation and housing markets, spotting schemes, and more with Theo Von.

Streamer and gamer Sketch chats with Theo about his rise to fame, humble beginnings, getting a Lamborghini from Steve Will Do It, dealing with newfound female attention, and the importance of drinking water. They also touch on relationships, Twitch streaming revenue, and engaging with fans during live streams.

A Carny from Lawrence, MA with over 100 years in the carnival business chats with Theo about differences between carnivals and fairs, freak shows, games that rip people off, smoking weed with a Wizard of Oz munchkin, carny rivalries, business changes over years, and more.

Tim Fletcher, a trauma expert and counselor, joins Theo to discuss complex trauma, childhood experiences shaping behavior and relationships, healing techniques, addiction, re-parenting for self-improvement, and the impact of trauma on generations. They explore stress responses, gaslighting, relationships, perfectionism, rebellion, healing through self-awareness, parenting, ACEs, and challenges faced by celebrities in wellness programs.

Professional MMA fighter Dustin Poirier chats with Theo about bouncing back after tough fights, betting on himself, and predictions for UFC 300. They discuss retirement planning, internal struggles, and the evolution of UFC events. Nostalgic talks about picking pecans and parenting challenges in the social media era add a light-hearted touch.

Young musician Maddox Batson chats with Theo about his experiences in the music industry, learning classic country from his dad, school dances, and his newfound fame. They discuss his journey from theater to music, homeschooling, funny moments with frozen yogurt, family memories, and aspirations in music.