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

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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