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Lex Fridman Podcast

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

Lex Fridman Podcast

Lex Fridman

Technology, Society & Culture, Philosophy, Science

4.713.6K Ratings

🗓️ 15 February 2021

⏱️ 137 minutes

🧾️ Download transcript

Summary

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
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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

Transcript

Click on a timestamp to play from that location

0:00.0

The following is a conversation with Jason Callicanas, who's an entrepreneur, investor,

0:05.6

author of Angel, how to invest in technology startups, and as many people may know, he's

0:11.4

a fun, brilliant, long-time podcast host of this week in startups, and co-host of the

0:19.7

All-In podcast with Chimath Palhaapatya, David Sachs, and David Friedberg, who all happen

0:26.6

to be poker buddies and self-proclaimed besties. The result is always a great listen to

0:33.0

both the love and the heated disagreements.

0:37.2

Quick mention of our sponsors, Brave Browser, Lynne Ode, Linux Virtual Machines, ForSigmatic

0:43.3

Mushroom Coffee, and Rev Speech Detect Service. Click the sponsor links to get a discount

0:49.7

and to support this podcast. As a side note, let me say that I've been learning a lot about

0:54.2

real-world finance in the past few months. To give you a bit of context on the side, I've

0:59.0

studied trading from an algorithmic trading perspective as a machine learning and a game

1:03.6

theory problem often on for a few years in undergrad and grad school. I found the distributed,

1:09.8

complex system aspect of finance and economics in general fascinating. But now, I find

1:15.7

even more fascinating the human side of the whole thing, ideas of greed, power, freedom,

1:22.1

and truth. Wall Street Bets, Robin Hood, and the whole beautiful mess around this topic

1:28.0

allows us to have great conversations about human nature and the systems that underlie

1:33.8

the rise and follow-up civilizations. If you enjoy this thing, subscribe on YouTube,

1:39.2

review it on Apple Podcasts, follow on Spotify, support on Patreon, connect with me on Twitter

1:45.1

at Lex Friedman. As usual, I'll do a few minutes of ads now and no ads in the middle.

1:50.0

I try to make these interesting, but I give you time stamps, so if you skip, please

1:54.4

still check out the sponsors by clicking the links in the description. It's the best

1:58.6

way to support this podcast. This show is sponsored by Brave, a fast, privacy-preserving

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