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

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

— Derek Sivers

Derek Sivers (@sivers) is an writer of philosophy and entrepreneurship, recognized for his shocking, quotable insights and pithy, succinct writing type. He’s a former musician, programmer, TED speaker, and circus clown, who offered 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 tasks are at his web site: His upcoming e-book is Useful Not True.

Please take pleasure in!

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

Hearken to the episode on Apple Podcasts, Spotify, Overcast, Podcast Addict, Pocket Casts, Castbox, Google Podcasts, Stitcher, Amazon Musicor in your favourite podcast platform. You’ll be able to watch the interview on YouTube here.

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The transcript of this episode may be discovered right here. Transcripts of all episodes may 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 Big Leaps, and Selecting the Proper Recreation of Life

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Wish to hear the primary time Derek was on the present? Hearken to our dialog right here, during which we mentioned growing confidence, discovering happiness, saying ‘no’ to hundreds of thousands, Derek’s favourite books, and far, way more.

#125: Derek Sivers on Creating Confidence, Discovering Happiness, and Saying No to Thousands and 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 way to safe your tech independence.
  • [1:05:19] The unoptimized life.
  • [1:16:37] The which means of Derek’s upcoming e-book, Helpful Not True.
  • [1:32:55] The issue with ethical relativism and different -isms.
  • [1:51:24] Big leaps.
  • [2:00:10] Discovering and asking mentors for assist.
  • [2:08:18] Video games.
  • [2:12:26] The knowledge of quitting if 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 fascinating?
  • [2:23:18] Has Derek at all times been a satisficer?
  • [2:31:43] Dwelling on the sting case.
  • [2:35:33] The actual query behind “What would you inform your youthful self?”
  • [2:40:29] Giving instructions in Antarctica.
  • [2:41:46] How do you educate an 11-year-old to behave like a 16-year-old?
  • [2:45:45] Parting ideas.


“Should you marvel why I’m so glad, why I’m thriving, why I appear to be doing effectively, quite a lot 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

“Should you arrange your online business 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 ‘adequate’ 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 legislation.”
— Derek Sivers

“The temptation to maintain enjoying, regardless that the rewards are finished, isn’t that the definition of habit? Persevering with a conduct regardless that it’s not rewarding you anymore?”
— Derek Sivers


The Tim Ferriss Present is one of the most well-liked podcasts on this planet with greater than 900 million downloads. It has been chosen for “Better of Apple Podcasts” 3 times, it’s usually 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 at no cost, take a look at this web page.