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Kevin Kelly - Be Generous and Unique - [Invest Like the Best, CLASSICS]

Shownote

Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of 1 conversations with N of 1 people. Kevin Kelly⁠ co-founded Wired magazine and has published a number of seminal books and essays on technology over the past three decades. I have devoured everything Kevin has put out into the world and many of his ideas shape the way I live today. Our conversation explores media, family, money, his concept of the Technium, AI, and more but the central theme of this episode is that we should be as generous and unique as possible. You will hear us refer to his latest book, Excellent Advice for Living, throughout and I highly recommend reading it if you haven’t already. Please enjoy this great conversation with Kevin Kelly. Colossus Profile on Kevin Kelly: Flounder Mode For the full show notes, transcript, and links to mentioned content, check out the episode page ⁠here⁠.  ----- This episode is brought to you by⁠ ⁠⁠⁠⁠⁠⁠WorkOS⁠⁠⁠⁠⁠⁠⁠. WorkOS is a developer platform that enables SaaS companies to quickly add enterprise features to their applications. With a single API, developers can implement essential enterprise capabilities that typically require months of engineering work. By handling the complex infrastructure of enterprise features, WorkOS allows developers to focus on their core product while meeting the security and compliance requirements of Fortune 500 companies. Visit⁠ ⁠⁠⁠⁠⁠⁠WorkOS. ----- Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit ⁠joincolossus.com/episodes⁠.  Follow us on Twitter: ⁠@patrick_oshag⁠ | ⁠@JoinColossus⁠ Show Notes (00:03:05) ⁠Excellent Advice for Living⁠ - a journey towards authenticity (00:05:05) Uncovering the essence of oneself is a lifelong journey of self-reflection (00:06:47) What he would have done differently at 30 had he internalized this concept earlier (00:08:51) The highest form of self-expression is being authentically unique and redefining success (00:11:05) Conforming to others' definition of success and societal biases hinders progress (00:13:07) Surrender and collaboration are both essential in becoming your authentic self (00:14:38) Prototype your life to embrace imperfections and make ideas tangible (00:17:34) Mastering cultural photography in Asia and developing a keen ability to spot trends (00:19:59) Energy signatures reveal depth, breadth, discovery, and momentum  in events (00:22:02) The reward for good work is more work (00:23:42) Money is a tool for doing things, but beware its imprisoning burden (00:28:35) Imagination can be cultivated and improved, often by challenging expectations (00:31:38) Imaginative individuals include lateral thinkers who challenge norms (00:34:41) Rites of passage and rituals provide stability and identity for children (00:38:15) Mealtime without screens, family traditions, and cultivating a family identity (00:41:44) An overview of “The three gates” (00:43:02) Humans are naturally kind (00:47:23) The Technium: an evolving ecosystem of interdependent tech and their tendencies (00:52:01) Thoughts on AI (00:55:55) Overestimating the existential threat of AI (00:57:38) Idiosyncratic expression of creators (00:59:48) Lessons learned about media (01:01:34) Be the only, not the best. (01:05:09) The kindest thing anyone has ever done for Kevin

Highlights

In this insightful conversation, Patrick O'Shaughnessy engages Kevin Kelly in a deep exploration of personal authenticity, creativity, and the evolving relationship between humanity and technology. Moving beyond conventional advice, Kelly shares hard-won wisdom about living a meaningful life in a world shaped by rapid innovation.
03:09
Most people are opaque to themselves and must discover their authenticity over time
05:05
Many are on a journey to find what makes them unique and valuable without realizing it
06:47
At 30, spend time articulating what you're about to control the message around your work.
08:54
Authentic individuals should invent a new definition of success with different metrics than well-known figures like Steve Jobs.
11:05
Following others' definitions of success is the biggest barrier to being authentic
14:40
Running complicated things, including life, is the best way to understand them
17:37
Developed a future sensibility by identifying e-money's importance early
20:03
The need for new language is a sign that something is worth attention
22:05
The reward for good work is more work.
23:43
Having a billion dollars can be a burden and distort families
28:36
AI helps explore creative directions humans may miss due to bias
31:41
Ideas must be within reach of others to be useful, not too far ahead of their time.
37:36
Repeating rituals three times can become a foundation for stable personality development
40:58
Asking 'is there more?' in conversation leads to deeper truths and personal change
41:48
Kindness is a sign of strength, not weakness.
43:05
Being generous is the most selfish thing because it makes you happiest
50:28
The goal of humanity is to help every person live an improbable life
54:44
AIs may push us to become better humans by reflecting our biases and limitations.
55:58
Intelligence is necessary but not sufficient for dominance; other traits like empathy matter more in survival.
57:39
AI will allow single-person creation of movies, games, and other screen-based works
1:01:38
The best ideas are those only you appreciate at first

Chapters

Conversations with Kevin Kelly
00:00
Excellent Advice for Living - a journey towards authenticity
03:05
Uncovering the essence of oneself is a lifelong journey of self-reflection
05:05
What he would have done differently at 30 had he internalized this concept earlier
06:47
The highest form of self-expression is being authentically unique and redefining success
08:51
Conforming to others' definition of success and societal biases hinders progress
11:05
Surrender and collaboration are both essential in becoming your authentic self
13:07
Prototype your life to embrace imperfections and make ideas tangible
14:38
Mastering cultural photography in Asia and developing a keen ability to spot trends
17:34
Energy signatures reveal depth, breadth, discovery, and momentum in events
19:59
The reward for good work is more work
22:02
Money is a tool for doing things, but beware its imprisoning burden
23:42
Imagination can be cultivated and improved, often by challenging expectations
28:35
Imaginative individuals include lateral thinkers who challenge norms
31:38
Rites of passage and rituals provide stability and identity for children
34:41
Mealtime without screens, family traditions, and cultivating a family identity
38:15
An overview of “The three gates”
41:44
Humans are naturally kind
43:02
The Technium: an evolving ecosystem of interdependent tech and their tendencies
47:23
Thoughts on AI
52:01
Overestimating the existential threat of AI
55:55
Idiosyncratic expression of creators
57:38
Lessons learned about media
59:48
Be the only, not the best.
1:01:34
The kindest thing anyone has ever done for Kevin
1:05:09

Transcript

patrick_oshag: Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are one-of-a-kind conversations with one-of-a-kind people. Kevin Kelly is one of the most original thinkers alive and ha...