Before Zscaler was a $32B cloud security giant, it was just 10 engineers—half in Bangalore, half in a borrowed U.S. office.

As founder and CEO of Zscaler, Jay Chaudhry bet $50M of his own money on one radical idea: secure the internet in the cloud.

Born in a Himalayan village with no electricity, he built Zscaler into one of the world’s top cybersecurity giants.

In this episode, Jay breaks down why 50% of the Fortune 500 trusts Zscaler, why he still interviews candidates, and how he’s incubating the company’s next big AI bet.

Chapters:
00:00 Trailer
00:42 Introduction
01:21 His fifth company
04:26 Entrepreneurs’ existential fear
10:53 Customer engagement and new innovations
12:46 No private jets, no business class
19:34 “I never used money”
23:38 Born and raised in India
26:17 Hiring legends
30:35 Walking on water
35:09 “Dolphining”
39:55 Areas of weakness
42:11 Passionate even on the weekends
44:56 Work during roller coasters
47:35 The weight of the world is on your shoulders
49:21 Leveraging AI
56:20 Outro

Mentioned in this episode: Elon Musk, Microsoft, Bill Gates, BlackBerry, Steve Ballmer, Satya Nadella, Hewlett-Packard (HP), IBM, John Fellows Akers, Steve Jobs, NeXT, Inc., Linux, Cisco, United Airlines, San Francisco International Airport, Sundar Pichai, Ravi Mhatre, Lightspeed Venture Partners, Six Flags, AI (artificial intelligence), security

Links:

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