433 TIP. The Art and Science of Investing in Startups w/ Jason Calacanis

Angel Investing legend Jason Calacanis is an entrepreneur who sold his second business Weblogs to AOL for $30MM in 2005. Jason then founded multiple other companies and along the way, became an angel investor in companies like Uber, Robinhood, Calm and 300 others give or take. He’s the author of Angel, where he lays out his playbook for turning $100k into over $100MM. You may also know Jason from the All In Podcast with Chamath Palihapitiya, David Sacks, and David Friedberg or his other podcast This Week in Startups. The man is busy.

It was a real thrill to learn about angel investing from one of the greats. I hope you enjoy this discussion with the multifaceted Jason Calacanis.

IN THIS EPISODE, YOU’LL LEARN:
00:00:00 – Intro
00:03:35 – The advantages of being an outsider
00:13:25 – The realities of running a startup
00:19:16 – What makes up a founder and the ingredients for success
00:31:53 – Why so many startups fail and how to look for the signs
01:00:22 – Startup deal terms and syndicates
01:06:55 – Common traits of Jason’s many billionaire friends and colleagues

✔️ Subscribe to Bitcoin Fundamentals/We Study Billionaires podcast show: https://open.spotify.com/show/28RHOkXkuHuotUrkCdvlOP

🖊️ Access our free show notes and transcript here: theinvestorspodcast.com

📖 BOOKS MENTIONED:
– Angel: How to Invest in Technology Startups by Jason Calacanis – https://amzn.to/3549MN7

Disclosure: the link above is an affiliate link that we may earn commission from. This helps keep our show going! 😁

▶️ PAST EPISODES MENTIONED
– TIP 354: Building Berkshire 2.0 W/ Chamath Palihapitiya – https://youtu.be/wKHCCZnGzzE
– Paypal Mafia w/ Jimmy Soni (TIP417) – https://youtu.be/vpsW23u7r08

💡OTHER RESOURCES
– This Week In Startups Podcast – https://thisweekinstartups.com/
– All In PodcastThis Week in Startups – https://thisweekinstartups.com/
– The Syndicate Website – https://thesyndicate.com/
– Jason Calacanis –

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