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 episodes "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 [06:03] Notes about this supercombo format. [07:06] Enter Derek Sivers. [07:36] From pig show busker to circus ringleader. [10:58] Derek’s framework for developing confidence. [13:21] “The standard pace is for chumps.” [19:07] Relaxing for the same result. [24:17] The origins of “HELL YEAH! or no.” [26:41] “Busy” implies a life out of control. [28:19] What inspired the automation of CD Baby? [33:38] Derek’s billboard. [34:48] Good advice at any age: “Don’t be a donkey.” [40:40] Enter Kevin Kelly. [41:18] Kevin’s biggest regret. [43:29] Finding contentment in minimalism and “voluntary simplicity” without starving to death. [50:49] Kevin’s epiphany when he embraced writing as a late bloomer. [56:56] Why Kevin promised himself he would never resort to teaching English while traveling abroad. [59:23] Finding purpose through resilience and the creator’s dilemma. [1:07:06] Why the appeal of being a billionaire is overrated. [1:11:21] Middle-aged optimization. [1:15:44] Realizations following a “six months until death” challenge. [1:20:24] Kevin’s Kickstarter-funded project linking angels and robots. [1:22:57] Why a self-proclaimed ex-hippie waited until his 50th birthday to try LSD for the first time. [1:28:59] Why a population implosion is probable in the next 100 years. [1:36:21] The greatest gift you can give to your child. [1:38:37] The criteria for Amish technology assimilation. [1:45:19] What technology-free sabbaticals can do for you. [1:49:09] Long Now Foundation’s vision of a better civilization. [1:53:49] The graphic novel teaching young people how to become indispensable. [1:55:08] An antidote to misguided “follow your passion” advice. [1:57:00] Kevin’s favorite fiction book. [1:59:31] The resource Kevin compiled for documentary lovers. [2:03:03] A name Kevin considers synonymous with “success” (and why success is overrated). [2:06:02] What Kevin would change about himself. [2:08:15] Daily rituals. [2:10:00] How Kevin accumulated enough books to fill a two-story library. [2:15:35] How Adam Savage from MythBusters transformed Kevin’s method of organization. [2:17:30] The project everyone should undertake at least once in life. [2:19:46] Does discovery equal invention? [2:20:28] Kevin’s advice to his younger self. [2:23:32] Parting thoughts. 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 900 million downloads and been selected for “Best of Apple Podcasts” three years running. Sign up for "5-Bullet Friday" (Tim's free weekly email newsletter): https://go.tim.blog/5-bullet-friday-yt/ Follow the Tim Ferriss Podcast: https://tim.blog/podcast/ Visit the Tim Ferriss Blog: https://tim.blog/ Follow Tim Ferriss on Twitter: https://twitter.com/tferriss/ Follow Tim Ferriss on Instagram: https://www.instagram.com/timferriss/ Like Tim Ferriss on Facebook: https://www.facebook.com/TimFerriss/