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    Derek Sivers — The Joys of an Un-Optimized Life, Finding Paths Less Traveled, Creating Tech Independence (and Risks of the Cloud), Taking Giant Leaps, and Picking the Right “Game of Life” (#668)

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    Illustration via 99designs

    “I think that saying ‘good enough’ is a superpower.”

    — Derek Sivers

    Derek Sivers (@sivers) is an author of philosophy and entrepreneurship, known for his surprising, quotable insights and pithy, succinct writing style. He is a former musician, programmer, TED speaker, and circus clown, who sold his first company, CDBaby for $22 million and gave all the money to charity.

    Derek’s books (How to Live, Hell Yeah or No, Your Music and People, Anything You Want) and newest projects are at his website: sive.rs. His upcoming book is Useful Not True.

    Please enjoy!

    P.S. To follow the exact step-by-step “Tech Independence” instructions from Derek, please visit sive.rs/ti.

    Listen to the episode on Apple Podcasts, Spotify, Overcast, Podcast Addict, Pocket Casts, Castbox, Google Podcasts, Stitcher, Amazon Music, or on your favorite podcast platform.

    Brought to you by Allbirds incredibly comfortable shoes, Wealthfront high-yield savings account, and Shopify global commerce platform providing tools to start, grow, market, and manage a retail business. 

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    #668: Derek Sivers — The Joys of an Un-Optimized Life, Finding Paths Less Traveled, Creating Tech Independence (and Risks of the Cloud), Taking Giant Leaps, and Picking the Right Game of Life

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    Want to hear the first time Derek was on the show? Listen to our conversation here, which discussed developing confidence, finding happiness, saying ‘no’ to millions, Derek’s favorite books, and much, much more.

    #125: Derek Sivers on Developing Confidence, Finding Happiness, and Saying No to Millions

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

    SCROLL BELOW FOR LINKS AND SHOW NOTES…

    SELECTED LINKS FROM THE EPISODE

    • Connect with Derek Sivers:

    Website | Podcast | Twitter | YouTube

    SHOW NOTES

    Editor’s Note: Timestamps will be added shortly.

    • The Derek Sivers School of Enough.
    • Scuba diving in Iceland.
    • Categories we apply to ourselves and others.
    • Derek’s people compass.
    • How to secure your tech independence.
    • The un-optimized life.
    • The meaning of Derek’s upcoming book, Useful Not True.
    • The problem with moral relativism and other -isms.
    • Giant leaps.
    • Finding and asking mentors for help.
    • Games.
    • The wisdom of quitting when you’re ahead.
    • Why would Derek — never in need of external validation — seek fame?
    • What makes Derek so darned interesting?
    • Has Derek always been a satisficer?
    • Living on the edge case.
    • The real question behind “What would you tell your younger self?”
    • Giving directions in Antarctica.
    • How do you teach an 11-year-old to act like a 16-year-old?
    • Parting thoughts.

    MORE DEREK SIVERS QUOTES FROM THE INTERVIEW

    “If you wonder why I’m so happy, why I’m thriving, why I seem to be doing well, a lot of my happiness comes from this worldview that is radical doubt. It’s skepticism. I’m going to give this the shorthand of calling it ‘Useful Not True.’”
    — Derek Sivers

    “If you set up your business to serve the people that you love being around, even if it makes less money, you’re going to be much happier.”
    — Derek Sivers

    “I think that saying ‘good enough’ is a superpower.”
    — Derek Sivers

    “We spend the first half of our life deferring to authority and thinking that authority has power over us. And at a certain point, you realize that you’re free. You’re liberated from that as long as you don’t break the law.”
    — Derek Sivers

    “The temptation to keep playing, even though the rewards are done, isn’t that the definition of addiction? Continuing a behavior even though it’s not rewarding you anymore?”
    — Derek Sivers

    PEOPLE MENTIONED

    The Tim Ferriss Show is one of the most popular podcasts in the world with more than 900 million downloads. It has been selected for “Best of Apple Podcasts” three times, it is often the #1 interview podcast across all of Apple Podcasts, and it’s been ranked #1 out of 400,000+ podcasts on many occasions. To listen to any of the past episodes for free, check out this page.





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