Chris Sacca — How to Succeed by Living on Your Own Terms

Chris Sacca is the co-founder of Lowercarbon Capital and manages a portfolio of countless startups in energy, industrial materials, and carbon removal. If it's unf**king the planet, he's probably working on it. Previously, Chris founded Lowercase Capital, one of history's most successful funds ever, primarily known for its very early investments in companies like Twitter, Uber, Instagram, Twilio, Docker, Optimizely, Blue Bottle Coffee, and Stripe. But you might just know him as the guy who wore those ridiculous cowboy shirts for a few seasons of Shark Tank. To purchase Chris's ranch, schedule a viewing at https://FivePondsRanch.com. P.S. This episode features a special, one-of-a-kind introduction that Chris recorded of yours truly. :) Sponsors: MUD\WTR energy-boosting coffee alternative—without the jitters: https://MUDWTR.com/Tim (between 15% and 43% off) Helix Sleep premium mattresses: https://HelixSleep.com/Tim (Between 20% and 27% 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.) *** Links to everything discussed in this episode: https://tim.blog/2025/01/23/chris-sac... 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:   / tferriss   Follow Tim Ferriss on Instagram:   / timferriss   Like Tim Ferriss on Facebook:   / timferriss   [00:00] Start [01:17] Chris introduces me. [05:13] Some Sacca background. [12:45] Raising pre-teen gamblers and tailgating troublemakers. [14:12] Conscious changes and rethoughts since our first interview. [20:28] The personal and professional influence of Rich and Sarah Barton. [24:42] Property management and the Zen of Kevin Rose. [29:42] Zillow Gone Wild. [31:30] Simplifications. [38:24] Remaining optimistic despite being in the business of saying no. [45:01] Living in the finite without +1 obligations. [50:34] “Wait, what’s hustle culture?” [53:26] The (lack of) trouble with kids today. [01:03:28] Raising kids to solve problems and eschew smartphones. [01:07:52] Rawdogging? You keep using that word. I do not think it means what you think it means. [01:09:44] An Andy Goldsworthy aside. [01:10:12] Taking advice from R. Buckminster Fuller GPT. [01:12:50] Assigned reading. [01:13:45] Humans vs. AI. [01:20:04] What happens to people stuck between AI job displacement and a broken social contract? [01:36:46] Counting on the human craving to convene and connect. [01:50:49] What kind of business would a younger Chris start today? [01:55:04] The prescience of The Medium is the Massage. [01:55:56] What does Lowercarbon Capital do? [02:03:06] Projects Chris is most excited about. [02:13:40] Youthful mischief and flim-flammery. [02:19:32] The premise for Chris’ upcoming No Permanent Record. [02:30:08] Cultivating the ability to face (and maybe win over) a tough crowd. [02:34:03] Chris expresses some concerns about this episode. [02:35:06] Recommended reading. [02:39:54] A worthwhile purchase of $100 or less. [02:42:57] Deez Crocs. [02:45:40] Sabotaging potential dates with authenticity. [02:54:01] Parting thoughts.