Skip to content

By playing, you agree to uListen's Terms and Privacy Policy and YouTube's Terms of Service.

Tim FerrissTim Ferriss

Derek Sivers Interview (Full Episode) | The Tim Ferriss Show (Podcast)

By popular demand, this is a follow-up with the amazing Derek Sivers (@sivers)! This episode can be listened to independently of our first popular conversation, and he answers some of my (and your) favorite questions. Originally a professional musician and circus clown, Derek created CD Baby in 1998. It became the largest seller of independent music online, with $100 million in sales for 150,000 musicians. Intro [00:00] Derek Sivers, the leader of the circus [8:56] A framework for developing confidence [15:41] How Derek Sivers graduated from the Berklee School of Music in two years [19:26] Lessons learned from the Santa Monica bike path [28:31] How CD Baby came to be [34:51] The co-op business model [38:36] How one e-mail helped make CD Baby a remarkable company [41:36] How Derek Sivers responded to those seeking to invest in CD Baby during the dot-com bubble [46:01] On his relationship with money and saying “no” to millions [49:06] The origins of the HELL YEAH! Or No. [57:06] Discussing the Now Now Now project [1:01:21] What inspired the automation of CD Baby [1:03:41] Derek Sivers’s book consumption habits and creating directives [1:12:36] Most gifted books [1:46:36] What purchase of $100 or less has most positively affected your life? [1:49:16] What Derek Sivers listens to when working out [1:51:11] If you could have one billboard anywhere, what would it say and why? [1:52:46] Advice for your thirty-year-old self [1:54:36] Connect with Derek Sivers: Like Derek Sivers on Facebook: https://twitter.com/sivers Follow Derek Sivers on Twitter: https://twitter.com/sivers Follow Derek Sivers on Instagram: https://www.instagram.com/dereksivers Derek Sivers Reloaded – On Success Habits and Billionaires with Perfect Abs Show Notes: http://fourhourworkweek.com/2015/12/28/derek-sivers-reloaded-on-success-habits-and-billionaires-with-perfect-abs/ SUBSCRIBE: http://bit.ly/1dSzTkW About Tim Ferriss: Tim Ferriss is one of Fast Company’s “Most Innovative Business People” and an early-stage tech investor/advisor in Uber, Facebook, Twitter, Shopify, Duolingo, Alibaba, and 50+ other companies. He is also the author of five #1 New York Times and Wall Street Journal bestsellers: The 4-Hour Workweek, The 4-Hour Body, The 4-Hour Chef, Tools of Titans and Tribe of Mentors. The Observer and other media have named him “the Oprah of audio” due to the influence of his podcast, The Tim Ferriss Show, which has exceeded 200 million downloads and been selected for “Best of iTunes” three years running. Connect with Tim Ferriss: Visit the Tim Ferriss PODCAST: https://bit.ly/2rYjUBr Visit the Tim Ferriss BLOG: http://bit.ly/17jDHw3 Like Tim Ferriss on FACEBOOK: http://on.fb.me/1avYUxq Follow Tim Ferriss on TWITTER: http://bit.ly/17d94TE Follow Tim Ferriss on INSTAGRAM: http://bit.ly/2IfH37J Follow Tim Ferriss on INSTAGRAM: http://bit.ly/2IfH37J

Tim FerrisshostDerek Siversguest
Jan 7, 20162h 7mWatch on YouTube ↗

Summaries, chapters, transcripts, and FAQs on this page are made by uListen, not YouTube.

At a glance

WHAT IT’S REALLY ABOUT

Derek Sivers on Saying No, Simplicity, and Distilling Wisdom

  1. Sivers describes how saying yes to small early gigs, such as a pig show, led to ten years as a circus emcee, and how mentors Tarleton and Kimo Williams shaped his confidence and his habit of questioning the standard path.
  2. He explains how CD Baby grew from favors for musician friends into a simple business, with a $35 setup fee and $4 per CD, that he ran for ten years while refusing investors and buyout offers.
  3. Sivers lays out his 'hell yeah or no' rule, his bike-ride lesson that relaxing yielded nearly the same result, and how he made himself unnecessary at CD Baby by teaching his philosophy to employees.
  4. He shares his system of taking detailed notes on every book he reads and his 'Do This' project, which compresses wisdom into directives on being useful to others and thriving in an unknowable future.
  5. The two close with stoic practices, advice not to be like Buridan's donkey by pursuing goals serially over decades, and quick-fire picks including books, billboards, and hip hop.

IDEAS WORTH REMEMBERING

5 ideas

Early in a career, say yes to everything

Sivers says a $75 pig show gig led to a ten-year circus career and a decade of stage experience, because small gigs are lottery tickets you can't evaluate in advance.

Perform for the audience, not for yourself

Circus leader Tarleton told him to give people what they came for. Sivers applies this to stage work, interviews, and advice to TED speakers: it isn't about you.

Effort beyond a point yields little

On his Santa Monica bike path, going at half effort took 45 minutes versus 43 at full effort, so he concluded that most of the stress bought only two extra minutes and now stops before things become stressful.

Respond to demand rather than creating it

Sivers says CD Baby and his barcode service grew from friends' requests and a 'co-op' model, and that he has never tried to create demand, only to answer calls for help.

Say no to almost everything to be free for what excites you

His 'hell yeah or no' rule, prompted by a friend's remark about an Australia trip, left him enough time to throw himself into the Now Now Now project for six weeks when it appeared.

WORDS WORTH SAVING

5 quotes

I realized that if you trust the source, you don't need the arguments, that so, so much of a book is arguing its point.

— Derek Sivers

Busy to me seems to imply, like, out of control.

— Derek Sivers

Most of us say yes to too much stuff, and then we let these little mediocre things fill our lives.

— Derek Sivers

I do things, but I stop before anything gets stressful.

— Derek Sivers

A little story like that can replace 20 pages of an employee handbook.

— Derek Sivers

Saying yes early, saying no laterCD Baby's origin and simple business modelHell yeah or no decision ruleDelegating by teaching philosophyBook notes and distilled directivesStoic preparation for an unknowable futurePursuing goals serially, not in parallel

High quality AI-generated summary created from speaker-labeled transcript.

Get more out of YouTube videos.

Read along on your phone, search it beside the video, or ask your favorite AI app what was said.