#753: Derek Sivers and Kevin Kelly

This episode is a two-for-one, and that’s because the podcast
recently hit its 10-year anniversary and passed one billion
downloads. To celebrate, I’ve curated some of the best of the
best—some of my favorites—from more than 700 episodes over the
last decade. I could not be more excited. The episode features
segments from episode "Derek Sivers on
Developing Confidence, Finding Happiness, and Saying No to
Millions" and
"Interview of Kevin Kelly, Co-Founder of
WIRED, Polymath, Most Interesting Man In The
World?"


Please enjoy!


Sponsors:


Wealthfront high-yield cash
account: https://Wealthfront.com/Tim (Start
earning 5.00% APY on your short-term cash until
you’re ready to invest. And when you open an account today, you
can get an extra fifty-dollar bonus with a
deposit of five hundred dollars or more.) Terms apply.


Helix Sleep premium
mattresses: https://HelixSleep.com/Tim (25–30%
off all mattress orders and two free pillows)


AG1 all-in-one nutritional
supplement: https://DrinkAG1.com/Tim (1-year
supply of Vitamin D (and 5 free AG1 travel packs) with your first
subscription purchase.)


Timestamps:


[00:00] Start


[05:47] Notes about this supercombo format.


[06:50] Enter Derek Sivers.


[07:20] From pig show busker to circus ringleader.


[10:42] Derek's framework for developing confidence.


[13:05] "The standard pace is for chumps."


[18:51] Relaxing for the same result.


[24:01] The origins of "HELL YEAH! or no."


[26:25] "Busy" implies a life out of control.


[28:03] What inspired the automation of CD Baby?


[33:22] Derek's billboard.


[34:32] Good advice at any age: "Don't be a donkey."


[40:24] Enter Kevin Kelly.


[41:02] Kevin's biggest regret.


[43:13] Finding contentment in minimalism and "voluntary
simplicity" without starving to death.


[50:33] Kevin's epiphany when he embraced writing as a late
bloomer.


[56:40] Why Kevin promised himself he would never resort to
teaching English while traveling abroad.


[59:07] Finding purpose through resilience and the creator's
dilemma.


[1:06:50] Why the appeal of being a billionaire is overrated.


[1:11:05] Middle-aged optimization.


[1:15:28] Realizations following a "six months until death"
challenge.


[1:20:08] Kevin's Kickstarter-funded project linking angels and
robots.


[1:22:41] Why a self-proclaimed ex-hippie waited until his 50th
birthday to try LSD for the first time.


[1:28:43] Why a population implosion is probable in the next 100
years.


[1:36:05] The greatest gift you can give to your child.


[1:38:21] The criteria for Amish technology assimilation.


[1:45:03] What technology-free sabbaticals can do for you.


[1:48:53] Long Now Foundation's vision of a better civilization.


[1:53:33] The graphic novel teaching young people how to become
indispensable.


[1:54:52] An antidote to misguided "follow your passion" advice.


[1:56:44] Kevin's favorite fiction book.


[1:59:15] The resource Kevin compiled for documentary lovers.


[2:02:47] A name Kevin considers synonymous with "success" (and
why success is overrated).


[2:05:46] What Kevin would change about himself.


[2:07:59] Daily rituals.


[2:10:44] How Kevin accumulated enough books to fill a two-story
library.


[2:15:19] How Adam Savage from MythBusters transformed Kevin's
method of organization.


[2:17:14] The project everyone should undertake at least once in
life.


[2:19:30] Does discovery equal invention?


[2:20:12] Kevin's advice to his younger self.


[2:23:16] Parting thoughts.


*


For show notes and past guests
on The Tim Ferriss Show,
please
visit tim.blog/podcast.


For deals from sponsors of The Tim
Ferriss Show, please
visit tim.blog/podcast-sponsors


Sign up for Tim’s email newsletter (5-Bullet Friday)
at tim.blog/friday.


For transcripts of episodes, go
to tim.blog/transcripts.


Discover Tim’s
books: tim.blog/books.


Follow Tim:


Twitter: twitter.com/tferriss 


Instagram: instagram.com/timferriss


YouTube: youtube.com/timferriss


Facebook: facebook.com/timferriss 


LinkedIn: linkedin.com/in/timferriss


Past guests on The Tim Ferriss
Show include Jerry Seinfeld, Hugh
Jackman, Dr. Jane Goodall, LeBron James, Kevin
Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew
McConaughey, Esther Perel, Elizabeth
Gilbert, Terry Crews, Sia, Yuval Noah
Harari, Malcolm Gladwell, Madeleine
Albright, Cheryl Strayed, Jim Collins, Mary
Karr, Maria Popova, Sam Harris, Michael
Phelps, Bob Iger, Edward Norton, Arnold
Schwarzenegger, Neil Strauss, Ken Burns, Maria
Sharapova, Marc Andreessen, Neil Gaiman, Neil de
Grasse Tyson, Jocko Willink, Daniel Ek, Kelly
Slater, Dr. Peter Attia, Seth Godin, Howard
Marks, Dr. Brené Brown, Eric Schmidt, Michael
Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan
Peterson, Vince Vaughn, Brian Koppelman, Ramit
Sethi, Dax Shepard, Tony Robbins, Jim
Dethmer, Dan Harris, Ray Dalio, Naval
Ravikant, Vitalik Buterin, Elizabeth
Lesser, Amanda Palmer, Katie Haun, Sir Richard
Branson, Chuck Palahniuk, Arianna Huffington, Reid
Hoffman, Bill Burr, Whitney Cummings, Rick
Rubin, Dr. Vivek Murthy, Darren
Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter
Thiel, Dr. Gabor Maté, Anne Lamott, Sarah
Silverman, Dr. Andrew Huberman, and many more.


See Privacy Policy at https://art19.com/privacy and California
Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.