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

About this episode

<p>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:<br /> &#8211; <b>Brave</b>: <a href="https://brave.com/lex">https://brave.com/lex</a><br /> &#8211; <b>Linode</b>: <a href="https://linode.com/lex">https://linode.com/lex</a> to get $100 free credit<br /> &#8211; <b>Four Sigmatic</b>: <a href="https://foursigmatic.com/lex">https://foursigmatic.com/lex</a> and use code LexPod to get up to 60% off<br /> &#8211; <b>Rev</b>: <a href="https://rev.ai/lex">https://rev.ai/lex</a> to get 7-day free trial</p> <p><b>EPISODE LINKS:</b><br /> Jason&#8217;s Twitter: <a href="https://twitter.com/Jason">https://twitter.com/Jason</a><br /> Jason&#8217;s Website: <a href="https://calacanis.com/">https://calacanis.com/</a><br /> Jason&#8217;s YouTube: <a href="https://www.youtube.com/user/ThisWeekIn">https://www.youtube.com/user/ThisWeekIn</a><br /> Jason&#8217;s Link Tree: <a href="https://linktr.ee/calacanis">https://linktr.ee/calacanis</a><br /> All-In Podcast: <a href="https://linktr.ee/allinpodcast">https://linktr.ee/allinpodcast</a><br /> This Week in Startups Podcast: <a href="https://thisweekinstartups.com/about/">https://thisweekinstartups.com/about/</a></p> <p><b>PODCAST INFO:</b><br /> Podcast website: <a href="https://lexfridman.com/podcast">https://lexfridman.com/podcast</a><br /> Apple Podcasts: <a href="https://apple.co/2lwqZIr">https://apple.co/2lwqZIr</a><br /> Spotify: <a href="https://spoti.fi/2nEwCF8">https://spoti.fi/2nEwCF8</a><br /> RSS: <a href="https://lexfridman.com/feed/podcast/">https://lexfridman.com/feed/podcast/</a><br /> YouTube Full Episodes: <a href="https://youtube.com/lexfridman">https://youtube.com/lexfridman</a><br /> YouTube Clips: <a href="https://youtube.com/lexclips">https://youtube.com/lexclips</a></p> <p><b>SUPPORT &#38; CONNECT:</b><br /> &#8211; Check out the sponsors above, it&#8217;s the best way to support this podcast<br /> &#8211; Support on Patreon: <a href="https://www.patreon.com/lexfridman">https://www.patreon.com/lexfridman</a><br /> &#8211; Twitter: <a href="https://twitter.com/lexfridman">https://twitter.com/lexfridman</a><br /> &#8211; Instagram: <a href="https://www.instagram.com/lexfridman">https://www.instagram.com/lexfridman</a><br /> &#8211; LinkedIn: <a href="https://www.linkedin.com/in/lexfridman">https://www.linkedin.com/in/lexfridman</a><br /> &#8211; Facebook: <a href="https://www.facebook.com/LexFridmanPage">https://www.facebook.com/LexFridmanPage</a><br /> &#8211; Medium: <a href="https://medium.com/@lexfridman">https://medium.com/@lexfridman</a></p> <p><b>OUTLINE:</b><br /> Here&#8217;s the timestamps for the episode. On some podcast players you should be able to click the timestamp to jump to that time.<br /> (00:00) &#8211; Introduction<br /> (06:52) &#8211; WallStreetBets and Robinhood<br /> (17:58) &#8211; How does the WallStreetBets saga end?<br /> (21:09) &#8211; Capitalism<br /> (26:30) &#8211; Ideas vs Execution<br /> (27:38) &#8211; Learning to learn<br /> (33:06) &#8211; Risk-aversion<br /> (39:07) &#8211; Robinhood<br /> (47:33) &#8211; Parler and AWS<br /> (49:59) &#8211; Social networks<br /> (56:33) &#8211; Leadership<br /> (1:01:21) &#8211; Work-life balance<br /> (1:09:44) &#8211; Great leaders lead by example<br /> (1:17:30) &#8211; Advice for startup founders<br /> (1:21:57) &#8211; Clubhouse<br /> (1:22:42) &#8211; When will we fully re-open the economy<br /> (1:33:20) &#8211; Augmented reality<br /> (1:36:48) &#8211; When should a startup raise money?<br /> (1:43:44) &#8211; David Goggins<br /> (1:45:40) &#8211; Disagreement with Chamath Palihapitiya<br /> (1:58:52) &#8211; Story about Elon Musk&#8217;s darkest moments<br /> (2:07:08) &#8211; Friendship</p>