REWORK

The Road Out Of Startupland

Feb. 4, 2020

Sahil Lavingia once believed his startup was headed for unicorn status, but his journey through Silicon Valley—the viral launch on Hacker News, $8 million in venture capital, the glowing press—led to a very different outcome. In this episode, Sahil reflects on life outside the literal and figurative confines of Silicon Valley, and the satisfaction he gets from building a sustainable business.

Show Notes

"Is Venture Capital Worth the Risk?" (The New Yorker) - 00:51

"The deal Jeff Bezos got on Basecamp" (Signal v. Noise) - 1:55

Sahil Lavingia on Twitter | Gumroad - 2:05

Vibram shoes - 6:00

Jon Wheatley founded DailyBooth, a YCombinator company - 7:22

"Pinterest Has Already Pinned Down $10M At A $40M Valuation" (TechCrunch) - 7:31

Bebo is a now-defunct social networking company - 7:54

"SoftBank's Vision Fund Is a Graveyard of Broken Tech Startups" (Vice) - 9:47

"Gumroad Gets $7 Million Series A From Kleiner Perkins For Indie E-Payment Platform" (TechCrunch) - 11:43

Basecamp Personal - 15:45

Her (film) on Wikipedia - 21:01

The 4-Hour Workweek - 29:10

Sahil's big essay on his experience, "Reflecting on My Failure to Build a Billion-Dollar Company" (Medium) - 32:58

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