Derek Sivers on Giving Away His $22 Million Dollar Fortune and Burning the Ships

About the episode

In this episode, Andrew sits down with Derek Sivers, a writer, programmer, and entrepreneur turned explorer, who challenges everything you thought you knew about success and fulfillment.
From giving away millions to embracing the unexpected, Derek's approach may be the antidote to our never-enough culture.


Join us as we explore:

• Why he gave away his $22 million dollar fortune. 
• Why he's an explorer not a leader.
• How he has "burned the ships" over and over again. 
• His annual ritual for reversing prejudices. 

And so much more.


Chapters

00:00 - Intro
00:19 - Useful Not True
03:35 - How Derek Comes Up With Book Topics
07:35 - Spending the Past 15 Years Exploring
12:06 - Optimizing for Personal Growth
14:52 - Burning Ships
20:27 - Negative Impacts of Wealth
22:14 - The Burden of Philanthropy
26:17 - A Day in Derek’s Life
28:53 - Is Derek Introverted?
30:12 - Derek’s Hard No’s
35:35 - Derek’s Nomadic Blood
38:01 - Derek’s Fame
42:38 - Derek’s Thoughts on AI
57:12 - Overcoming Prejudices
59:25 - Doing What Scares You
1:01:54 - Learning to Appreciate China
1:06:48 - Closing


🔗 Find Derek on:

Website: https://sive.rs/
His Now Page: https://sive.rs/now
His Latest Book: https://sive.rs/u


🔗 Find Andrew on:

Twitter/X: @awilkinson
LinkedIn: @awilkinson
Website: https://www.neverenough.com/
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