All Turtles Podcast Episode 39: Angel investor Jason Calacanis, part 1

Jason Calacanis, angel investor, joins us this week for part one of a two-part interview. As an early investor in companies like Uber and Robinhood, Jason shares his insights for achieving startup success. He explains why a company’s brand is so important from its beginning stages, and delivers a hot take on VC culture today. He also gives his opinion on what the number one killer of startups is, and mulls over the following equation: 1 idea + 1 good idea = zero good ideas.

Show notes

Conversation with Jason Calacanis, angel investor (0:56)

Thumbtack, one of Jason’s investments, is an online service that matches customers with local professionals  (1:12)

DataStax, another of Jason’s investments, is a cloud database company (1:13)

Robinhood, another company Jason invested in early on, a financial tech company (1:14)

Jason’s book, Angel: How to Invest in Technology Startups–Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000 (1:18)

Launch, founded by Jason, has a mission of supporting founders and inspiring innovation (2:20)

Silicon Valley Reporter was a publication that focused on New York’s tech scene (2:28)

Why is brand so important from a company’s early stages? (2:35)

The This Week in Startups podcast (5:05)

Chris Sacca’s first episode on This Week in Startups (6:43)

Phil Libin on an episode of This Week in Tech (7:29)

The Midas List of 2017 (10:57)

What is, in Jason’s view, the #1 killer of startups (13:22)

One good idea plus another good idea equals zero good ideas (14:28)


AI use case (14:35)

How Phil’s watch violated principles of good AI product design (16:32)


Listener question (18:39)

Sift, an All Turtles product,f is an experiment in news therapy (18:53)

Listener question via the All Turtles Facebook page: “Does Sift remove biased statements and opinions and just report the facts?”


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