#161 – Jason Calacanis: Startups, Angel Investing, Capitalism, and Friendship

Jason Calacanis is an angel investor, entrepreneur, and co-host of All-In Podcast and This Week in Startups. Please support this podcast by checking out our sponsors: - Brave: brave.com/lex - Linode: linode.com/lex to get $100 free credit - Four Sigmatic: foursigmatic.com/lex and use code LexPod to get up to 60% off - Rev: rev.ai/lex to get 7-day free trial EPISODE LINKS: Jason's Twitter: twitter.com/Jason Jason's Website: calacanis.com/ Jason's YouTube: youtube.com/user/ThisWeekIn Jason's Link Tree: linktr.ee/calacanis All-In Podcast: linktr.ee/allinpodcast This Week in Startups Podcast: thisweekinstartups.com/about/ PODCAST INFO: Podcast website: lexfridman.com/podcast Apple Podcasts: apple.co/2lwqZIr Spotify: spoti.fi/2nEwCF8 RSS: lexfridman.com/feed/podcast/ YouTube Full Episodes: youtube.com/lexfridman YouTube Clips: youtube.com/lexclips SUPPORT & CONNECT: - Check out the sponsors above, it's the best way to support this podcast - Support on Patreon: patreon.com/lexfridman - Twitter: twitter.com/lexfridman - Instagram: instagram.com/lexfridman - LinkedIn: linkedin.com/in/lexfridman - Facebook: facebook.com/LexFridmanPage - Medium: medium.com/@lexfridman OUTLINE: Here's the timestamps for the episode. On some podcast players you should be able to click the timestamp to jump to that time. (00:00) - Introduction (06:52) - WallStreetBets and Robinhood (17:58) - How does the WallStreetBets saga end? (21:09) - Capitalism (26:30) - Ideas vs Execution (27:38) - Learning to learn (33:06) - Risk-aversion (39:07) - Robinhood (47:33) - Parler and AWS (49:59) - Social networks (56:33) - Leadership (1:01:21) - Work-life balance (1:09:44) - Great leaders lead by example (1:17:30) - Advice for startup founders (1:21:57) - Clubhouse (1:22:42) - When will we fully re-open the economy (1:33:20) - Augmented reality (1:36:48) - When should a startup raise money? (1:43:44) - David Goggins (1:45:40) - Disagreement with Chamath Palihapitiya (1:58:52) - Story about Elon Musk's darkest moments (2:07:08) - Friendship