#58: Hill Making & Lessons for Living with WIRED co-founder Kevin Kelly @waymaking23
#58: Hill Making & Lessons for Living with WIRED co-founder Kevin Kelly  @waymaking23
Uploaded May 2025 | Updated September 2026, 2 weeks ago
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Andrea sits down with Kevin Kelly, a true pioneer in the world of technology and futurism. Known for his foundational work with Whole Earth, Wired Magazine and definitive pieces like '1000 True Fans,' Kelly shares insights from his early fascination with science fiction to his groundbreaking contributions in understanding and shaping the digital age and technological ideas. They discuss the profound influence of science fiction on technological advancements, the humanizing impact of the internet, and the vital importance of travel and curiosity for finding meaning. Kelly explains the nuanced continuum between biology and technology, the concept of 'hill making' versus 'hill climbing' in innovation, and how love and community remain central to his work. As they delve into Kelly's latest book 'Excellent Advice for Living,' this conversation offers rich perspectives on maintaining creativity, embracing complexity, and fostering an optimistic outlook in an ever-evolving world.

00:00 Introduction and Early Influences
00:05 The Role of Science Fiction in Shaping Technology
01:58 Discovering the Internet as a New Frontier
04:30 Welcome to Love and Philosophy
04:36 Kevin Kelly's Background and Achievements
09:30 Early Encounters with Computers
14:28 The Humanizing Effect of the Internet
17:42 Meeting Stewart Brand and the Whole Earth Catalog
28:01 The Importance of Travel and Broader Perspectives
33:38 The Transformative Power of Travel
34:37 Embracing Unique Paths in Life
35:47 The Value of Time Over Money
40:16 The Birth of Artificial Life and Wired Magazine
46:34 The Paradox of Progress and Creativity
53:38 The Importance of Noticing and Small Steps
01:01:33 Hill Making vs. Hill Climbing
01:02:59 Final Thoughts on Love and Life


Excellent Advice for Living (kk.org/books/excellent-advice-for-living)


Kevin Kelly on Substack (substack.com/@kevinkelly952890)


kk.org


Stewart Brand (en.wikipedia.org/wiki/Stewart_Brand)


Whole Earth Catalogue (en.wikipedia.org/wiki/Whole_Earth_Catalog) and Whole Earth Review (en.wikipedia.org/wiki/Whole_Earth_Review)


the WELL (en.wikipedia.org/wiki/The_WELL)


WIRED Magazine (wired.com/)


Sign up for the Newsletter (lovephilosophy.substack.com/)


LinkedIn (linkedin.com/in/andrea-at-ecological-orientation/)


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Buy Holding Paradox: The Navigational Approach to Mind and Consciousness (simonandschuster.net/books/Holding-Paradox/Andrea-Hiott/9781917991636) by Andrea Hiott


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YouTube (youtube.com/@waymaking23) , Facebook (facebook.com/waymaking/) , Instagram (instagram.com/waymaking23/) , Substack (lovephilosophy.substack.com/) .
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#58: Hill Making & Lessons for Living with WIRED co-founder Kevin Kelly

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