

Dialectic
Jackson Dahl
Conversational portraits of original people, across technology, media, business, and creativity. By Jackson Dahl.
Episodes
Mentioned books

129 snips
Aug 4, 2025 • 1h 49min
24: Linus Lee - Engineering for Aliveness
Linus Lee, a builder and engineer at Thrive Capital, delves into the intersection of technology and humanity. He discusses how software can enhance individual agency and the need for equitable access. A fascinating breakdown of instrumental versus engaged interfaces reveals the importance of design in user experience. Lee advocates for tools that foster creativity over mere mechanization, while also exploring the evolving nature of AI. His insights challenge us to consider whether technology will lead us to a more human or a less human future.

45 snips
Jul 28, 2025 • 2h 11min
23: Tamara Winter - Tacit Trust & Caring Curiosity
Tamara Winter, the Commissioning Editor at Stripe Press, shares her passion for uncovering impactful ideas for a better internet. She delves into the importance of tacit knowledge and small talk in building trustful relationships. Tamara discusses her unique career path, the significance of aesthetics in publishing, and how personal charisma can shape connections. She emphasizes the value of genuine curiosity, reflective writing, and the cultural nuances of agency in our lives, all while celebrating the beauty of human interactions.

156 snips
Jul 3, 2025 • 2h 5min
22: Nadia Asparouhova - Ideas that Infect
Nadia Asparouhova, a writer and researcher focusing on technology and culture, discusses her book on antimemetics and why some ideas fail to spread. She examines the shift from early internet connectivity to today’s divisive landscape, highlighting the impact of societal taboos on idea sharing. Nadia elaborates on the essential role of 'truth tellers' in public discourse and the dynamics of participation versus isolation. She emphasizes the importance of mindful attention and the power of ideas to foster meaningful change in an increasingly chaotic digital environment.

105 snips
Jun 19, 2025 • 2h 29min
21: Geoffrey Litt: Software You Can Shape
Geoffrey Litt, a designer and researcher at Ink & Switch, advocates for malleable software that empowers users to customize their digital tools. He discusses the frustrations of rigid software and contrasts it with flexible models like spreadsheets and Lego, emphasizing user creativity and agency. Geoffrey argues for a deeper understanding of software mechanics and the importance of intuitive design. The conversation also explores the balance between user control and software complexity, calling for tools that foster exploration and adaptability in our increasingly digital lives.

111 snips
Jun 12, 2025 • 1h 55min
20: Yancey Strickler - Constellations of Creativity
Yancey Strickler, writer, entrepreneur, and founder of Metalabel, dives into the redefinition of creativity in the digital age. He discusses the historical shift from collective identities to hyper-individualism and how the internet shapes our sense of self. Yancey believes the 21st century will be a 'Creative Century', emphasizing collaboration over isolation. He also unveils his concept of the Artist Corporation, aiming to align artistic expression with economic sustainability, and highlights the urgent need for meaningful community ties in an increasingly digital world.

241 snips
Jun 3, 2025 • 2h 45min
19: Henrik Karlsson - Cultivating a Life that Fits
Henrik Karlsson is an independent writer focused on crafting insightful essays, living a dual life on a Danish farm while homeschooling his daughters. In this engaging discussion, he explores self-cultivation, emphasizing the importance of introspection and learning from mistakes. He shares insights on the transformative power of relationships, the significance of goal clarity, and how online connections can nurture authenticity. With a unique take on creative expression, Henrik illustrates how personal experiences shape one’s voice, inspiring listeners to embrace growth and meaningful connections.

203 snips
May 28, 2025 • 1h 42min
18: Tom Morgan - Wisdom in the Woo
Tom Morgan, a writer and 'curiosity sherpa,' discusses the intersection of personal transformation and authenticity with a rationalist twist. He delves into how curiosity can guide our lives and the complexities of brain functions. Tom challenges the dominance of left-brain thinking, emphasizing a balance that includes intuition. The conversation explores the philosophical notions of consciousness, synchronicity, and the importance of community support. He shares insights on navigating personal gifts and resilience, blending practical advice with deeper, more mysterious concepts.

115 snips
May 21, 2025 • 3h 9min
17: Alex Danco - Innovation Begins with Gifts
In this conversation, Alex Danco, a Writer and Product Director at Shopify, discusses the intriguing connection between gift-giving and innovation. He argues that this culture is key to resolving coordination challenges in business and society. Danco explores the potential of AI in creativity, compares different media formats, and reflects on community engagement in art. He shares insights on the evolving dynamics of entrepreneurship, the importance of storytelling, and the impact of parenthood on personal growth.

118 snips
May 5, 2025 • 2h 37min
16: Anjan Katta - A Sunrise Over Computing
Anjan Katta, Founder and CEO of Daylight, is on a mission to revolutionize technology with computers that amplify our humanity. He views computers as a 'magical medium' and discusses their evolution from simple tools to complex systems. Anjan critiques the tech industry's focus on optimization at the expense of human connection. He emphasizes the importance of interactivity in computing, reflects on the relationship between AI and our identity, and advocates for a more compassionate, intuitive approach to technology and leadership.

63 snips
Apr 28, 2025 • 2h 33min
15: D.A. Wallach - Serendipity & Systems
D.A. Wallach, an investor, musician, and writer, shares insights on the intersection of creativity and technology. He discusses engineered serendipity through cold emailing and the complexities of biotech investments like CRISPR. D.A. delves into the balance of market innovation and healthcare rights, highlighting AI's potential to empower patients. He reflects on the role of beauty in art and urges artists to reclaim their influence. With his diverse experiences, D.A. inspires listeners to embrace curiosity and interdisciplinary collaboration.