Dialectic

Jackson Dahl
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14 snips
Jan 20, 2026 • 2h 19min

37: Trevor McFedries - Creative People Should Be Rich

Trevor McFedries, a musician and tech entrepreneur known for creating virtual pop stars like Lil Miquela, delves into the disparity between creators and those capturing cultural value. He discusses how the internet has devalued media and advocates for creatives to own their instruments through crypto. Trevor emphasizes the importance of fostering genuine artistic intention while navigating modern complexities. He also highlights the role of emerging markets in reshaping cultural capital and expresses optimism for a future where creators thrive.
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309 snips
Jan 13, 2026 • 2h 22min

36: C. Thi Nguyen - Measurement, Meaning, and Play

C. Thi Nguyen, a philosophy professor at the University of Utah, delves into the intersections of values, agency, and playfulness. He explores how game mechanics sculpt our understanding of agency and warns against value capture, where complex human values are distilled into simplistic metrics. Thi also emphasizes the importance of perception over recognition, linking aesthetics to our experiences of action. With insights on balancing play and professional grind, he advocates for humility and creativity as ways to reclaim deeper meanings in our lives.
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239 snips
Jan 6, 2026 • 2h 32min

35: Brie Wolfson - Loving Attention & Ease in Craft

Brie Wolfson is a seasoned marketer and writer, currently CMO at Positive Sum & Colossus and Head of Employee Experience at Cursor. In this engaging conversation, she delves into how AI empowers individual contributors and the importance of 'finger feel' in mastering craft. She champions truthful marketing as a bridge between perception and reality, and discusses the art of editing in unlocking creativity. Brie also reflects on the significance of collaboration, the fluidity in craft, and how loving attention from peers fuels excellence. Her insights on career paths and the balance of creativity and structure are both inspiring and thought-provoking.
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127 snips
Dec 18, 2025 • 1h 60min

34: Ryo Lu - It's All the Same Thing

Ryo Lu, the Head of Design at Cursor and former designer at Notion, Stripe, and Asana, shares his innovative design philosophy, encapsulated in his mantra, "it's all the same thing." He delves into how simplicity emerges from complexity and emphasizes the importance of modularity in design. Ryo discusses the evolution of tools with AI, describing his hands-on approach to coding as sculpting rather than painting. His personal project, ryOS, showcases his belief in creating soulful, iterative designs that feel inevitable and intuitive. Tune in for insights on crafting tools that empower users.
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168 snips
Nov 17, 2025 • 2h 22min

33. TBPN (John Coogan & Jordi Hays) - Inside Tech's Water Cooler

John Coogan and Jordi Hays share insights as the creative minds behind TBPN. They dive into their journey from a tech-focused duo to a media powerhouse. Discussing how they thrive in an era of competition, they emphasize the importance of high-volume production and constant iteration. They borrow innovative ideas from outside tech, like sports and Hollywood, to keep content fresh. The duo also reflects on their partnership dynamics, targeting a niche audience, and the significance of advertising for quality media.
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261 snips
Nov 5, 2025 • 2h 36min

32: Chris Sacca - Drifting Back to Real

Chris Sacca, an influential investor known for his early stakes in Twitter and Uber, dives into the world of climate tech with Lowercarbon Capital. He reflects on a transformative coast-to-coast bike trip and the meditative focus it brought him. Sacca emphasizes the value of weird founders, practical storytelling, and how risk often gets mispriced in venture capital. He discusses the necessity of honest feedback and how a non-sycophantic culture at Lowercarbon promotes innovation. Finally, he shares the existential excitement and fears surrounding AI.
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123 snips
Oct 15, 2025 • 2h 4min

31: Gabe Whaley - Playing the Crowd & Outlasting the Hype

Gabe Whaley, co-founder and CEO of MSCHF, shares his journey from BuzzFeed intern to leading a viral creative powerhouse. He discusses how MSCHF's 'black box' approach adds mystery and value to their projects. The conversation dives into the complexities of audience engagement, the art of remixing culture, and the shift in meaning of wearable objects like the Big Red Boot. Gabe reflects on rediscovering creative euphoria beyond virality and highlights the importance of smaller audiences for lasting cultural impact.
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425 snips
Sep 30, 2025 • 2h 17min

30: David Senra - The Clarity of Commitment

David Senra, a passionate podcaster and host of Founders, dives into the power of storytelling and how it shapes entrepreneurship. He discusses the importance of concise content, the emotional drivers behind founders, and the value of biographies as practical guides. Senra emphasizes commitment over introspection, advocating for relentless focus on one's craft and the art of clear communication. With insights on creating high-value episodes and the significance of service in podcasting, his energetic approach inspires listeners to embrace their entrepreneurial journeys.
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291 snips
Sep 10, 2025 • 2h 21min

29: Billy Oppenheimer - Attuned to Clues

Billy Oppenheimer, a researcher and writer collaborating with Ryan Holiday and Rick Rubin, shares insights into his creative process inspired by the concept of 'looking for clues.' He discusses building an external brain for ideas instead of relying solely on memory and emphasizes the significance of inputs over outputs. Oppenheimer dives into cultivating patience, navigating mainstream influences while maintaining authenticity, and valuing the creative journey over immediate success. This conversation offers valuable lessons on perseverance, creativity, and embracing the mundane.
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93 snips
Sep 3, 2025 • 2h 19min

28: Maxwell Meyer - Starships & Road Trips

Maxwell Meyer is the founder of Arena Magazine and a key voice on American values, technology, and capitalism. He critiques media clichés, arguing for a bottom-up approach to national identity. The conversation highlights the American spirit of innovation, particularly in the context of space exploration. Meyer emphasizes the need for tech companies to align with traditional values while exploring the complexities of capitalism. With passionate anecdotes, he advocates for durability in consumer choices and the importance of both grand visions and everyday entrepreneurial narratives.

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