From Startup to Scale: How Tailscale Built a Billion-Dollar Business with Simplicity at Its Core

Startup Builders & Backers by Neil C. Hughes

Episode notes

What does it take to turn a bold idea into a billion-dollar company during one of the most unpredictable periods in recent history? In this episode of Startup Builders and Backers, we meet Avery Pennarun, Co-founder and CEO of Tailscale, who shares how a lean networking startup found its stride in the middle of a global pandemic and reshaped expectations for what secure connectivity can look like.

Before founding Tailscale in 2019, Avery had already built and sold a company to IBM, worked closely with senior leadership at Alphabet, and led engineering efforts at Google Fiber. His experience spans both massive tech enterprises and nimble, founder-led ventures. But Tailscale may be his most ambitious project yet. Designed to simplify secure networking, Tailscale removes the complexity and frustration that usually accompany corporate  ... 

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