Derek Sivers — The Joys of an Un-Optimized Life, Discovering Paths Much less Traveled, Creating Tech Independence (and Dangers of the Cloud), Taking Large Leaps, and

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“I feel that saying ‘ok’ is a superpower.”

— Derek Sivers

Derek Sivers (@sivers) is an creator of philosophy and entrepreneurship, identified for his shocking, quotable insights and pithy, succinct writing type. He’s a former musician, programmer, TED speaker, and circus clown, who bought his first firm, CDBaby, for $22 million and gave all the cash to charity.

Derek’s books (How to Live, Hell Yeah or No, Your Music and People, Anything You Want) and latest initiatives are at his web site: His upcoming ebook is Useful Not True.

Please get pleasure from!

P.S. To observe the precise step-by-step “Tech Independence” directions from Derek, please go to

Take heed to the episode on Apple Podcasts, Spotify, Overcast, Podcast Addict, Pocket Casts, Castbox, Google Podcasts, Stitcher, Amazon Musicor in your favourite podcast platform. You possibly can watch the interview on YouTube here.

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The transcript of this episode might be discovered right here. Transcripts of all episodes might be discovered right here.

#668: Derek Sivers — The Joys of an Un-Optimized Life, Discovering Paths Much less Traveled, Creating Tech Independence (and Dangers of the Cloud), Taking Large Leaps, and Selecting the Proper Sport of Life

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Wish to hear the primary time Derek was on the present? Take heed to our dialog right here, by which we mentioned growing confidence, discovering happiness, saying ‘no’ to tens of millions, Derek’s favourite books, and far, rather more.

#125: Derek Sivers on Growing Confidence, Discovering Happiness, and Saying No to Hundreds of thousands

What was your favourite quote or lesson from this episode? Please let me know in the comments.



  • Join with Derek Sivers:

Website | Podcast | Twitter | YouTube


  • [06:16] The Derek Sivers Faculty of Sufficient.
  • [11:24] Scuba diving and empathy classes in Iceland.
  • [16:13] Classes we apply to ourselves and others.
  • [22:46] Derek’s folks compass.
  • [28:14] The right way to safe your tech independence.
  • [1:05:19] The unoptimized life.
  • [1:16:37] The which means of Derek’s upcoming ebook, Helpful Not True.
  • [1:32:55] The issue with ethical relativism and different -isms.
  • [1:51:24] Large leaps.
  • [2:00:10] Discovering and asking mentors for assist.
  • [2:08:18] Video games.
  • [2:12:26] The knowledge of quitting whenever you’re forward.
  • [2:17:13] Why would Derek — by no means in want of exterior validation — search fame?
  • [2:20:45] What makes Derek so darned attention-grabbing?
  • [2:23:18] Has Derek at all times been a satisficer?
  • [2:31:43] Dwelling on the sting case.
  • [2:35:33] The true query behind “What would you inform your youthful self?”
  • [2:40:29] Giving instructions in Antarctica.
  • [2:41:46] How do you train an 11-year-old to behave like a 16-year-old?
  • [2:45:45] Parting ideas.


“In the event you surprise why I’m so completely happy, why I’m thriving, why I appear to be doing effectively, a variety of my happiness comes from this worldview that’s radical doubt. It’s skepticism. I’m going to provide this the shorthand of calling it ‘Helpful Not True.’”
— Derek Sivers

“In the event you arrange what you are promoting to serve the folks that you just love being round, even when it makes much less cash, you’re going to be a lot happier.”
— Derek Sivers

“I feel that saying ‘ok’ is a superpower.”
— Derek Sivers

“We spend the primary half of our life deferring to authority and pondering that authority has energy over us. And at a sure level, you understand that you just’re free. You’re liberated from that so long as you don’t break the regulation.”
— Derek Sivers

“The temptation to maintain taking part in, regardless that the rewards are carried out, isn’t that the definition of dependancy? Persevering with a conduct regardless that it’s not rewarding you anymore?”
— Derek Sivers


The Tim Ferriss Present is one of the preferred podcasts on this planet with greater than 900 million downloads. It has been chosen for “Better of Apple Podcasts” 3 times, it’s typically the #1 interview podcast throughout all of Apple Podcasts, and it has been ranked #1 out of 400,000+ podcasts on many events. To hearken to any of the previous episodes totally free, take a look at this web page.