#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 : https://brave.com/lex – Linode : https://linode.com/lex to get $100 free credit – Four Sigmatic : https://foursigmatic.com/lex and use code LexPod to get up to 60% off – Rev : https://rev.ai/lex to get 7-day free trial EPISODE LINKS: Jason’s Twitter: https://twitter.com/Jason Jason’s Website: https://calacanis.com/ Jason’s YouTube: https://www.youtube.com/user/ThisWeekIn Jason’s Link Tree: https://linktr.ee/calacanis All-In Podcast: https://linktr.ee/allinpodcast This Week in Startups Podcast: https://thisweekinstartups.com/about/ PODCAST INFO: Podcast website: https://lexfridman.com/podcast Apple Podcasts: https://apple.co/2lwqZIr Spotify: https://spoti.fi/2nEwCF8 RSS: https://lexfridman.com/feed/podcast/ YouTube Full Episodes: https://youtube.com/lexfridman YouTube Clips: https://youtube.com/lexclips SUPPORT & CONNECT: – Check out the sponsors above, it’s the best way to support this podcast – Support on Patreon: https://www.patreon.com/lexfridman – Twitter: https://twitter.com/lexfridman – Instagram: https://www.instagram.com/lexfridman – LinkedIn: https://www.linkedin.com/in/lexfridman – Facebook: https://www.facebook.com/LexFridmanPage – Medium: https://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