Derek Sivers is an author, a TED speaker, a businessman, a musician, and one of my favorite thinkers on the planet. During our conversation, Derek talks about pursuing mastery, having enough, what success means to him, how he thinks about money, having and raising a kid, and more.
Derek's book Hell Yeah or No is one of my all-time favorites, and his essays have had a huge influence on my life. I love Derek's originality, his enthusiasm for life and ideas, and most importantly, his generosity, kindness, and friendliness.
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00:00 Intro
00:32 Written off from an early age
02:40 How Derek knew he wanted to be a musician
08:50 Transitioning from a musician to a businessman
15:40 Having enough
22:28 Money
28:15 The importance of quiet, journaling and solitude
40:45 Freedom and children
54:48 Giving away $22 million
01:03:52 Lifestyle creep
01:08:34 Why Derek chooses freedom
01:11:14 Envy and maintaining minimalism
01:19:25 Success
01:21:21 Quotes from Derek's essays
01:26:02 Dan's New Zealand story
01:35:06 Small actions can have big consequences
01:37:23 Reach out to Derek: https://sive.rs/contact
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