The High Flyers Podcast with Vidit Agarwal

#265 Jesse Zhang: Decagon's CEO on Maths Olympiads, No Small Talk & Transforming Airlines, Banks, Large Corporates

The High Flyers Podcast with Vidit Agarwal

Show Notes

Jesse Zhang is the Co-founder & CEO of Decagon, one of the world's fastest-growing AI companies. In just two and a half years, Decagon has grown to around 500 employees, raised approximately US$500 million from investors including Andreessen Horowitz, Accel and Bain Capital Ventures, and today powers AI customer service for many of the world's largest airlines, banks, retailers and technology companies.

In this rare in-depth conversation, Jesse reflects on growing up in Boulder, Colorado, an intensely disciplined childhood shaped by maths competitions and Chinese immigrant parents, graduating from Harvard in just three years, and why his first startup taught him far more than his second.

Vidit and Jesse explore how Decagon found its billion-dollar opportunity by interviewing hundreds of customers, why they reached US$1 million in ARR with just two people, how to hire exceptional talent, why speed has become the ultimate competitive advantage in AI, building one of Silicon Valley's leading AI companies, and what it really takes to scale from founder mode to leading 500 people.

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