This episode is supported by Xero, helping businesses use AI with more control through JAX, its in-platform AI finance partner. Get 90% off your plan for your first 6 months at xero.com/highflyers.

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John Willett is the Co-Founder and Chief Operating Officer of Rogo, one of the fastest-growing AI companies in global finance, used by leading institutions including Lazard, Jefferies, Rothschild & Co, Moelis and Nomura. Rogo has raised more than $300 million from investors including Kleiner Perkins, Sequoia, Thrive and Khosla, was valued at $2 billion in 2026, and John now leads its expansion across Europe and APAC.

In his first in-depth interview ever, John joins Vidit to tell the story behind Rogo and the person behind the company. He reflects on growing up in Connecticut in a family of engineers, being academically far ahead of his peers, meeting co-founder Gabe Stengel at Princeton, and experimenting with AI for finance years before ChatGPT made the category obvious.

John shares how early investor Kevin Ryan convinced them to quit investment banking and go all in, why Rogo spent its first two years with little external validation, and how ChatGPT changed enterprise demand almost overnight. He also explains how Lazard became the first major customer, what it took to earn the trust of global banks, and how Rogo evolved from an early product into a platform tackling some of finance’s most complex workflows.

They also unpack John and Gabe’s co-founder dynamic, why Gabe became CEO, how Rogo recruits former bankers into operating roles, and what John has learned scaling the company from roughly 40 to 200 people while building out Europe and APAC.

Please enjoy exploring your curiosity.

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This episode is supported by Xero, helping businesses use AI with more control through JAX, its in-platform AI finance partner. Get 90% off your plan for your first 6 months at xero.com/highflyers.

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TIMESTAMPS

00:00 – The Real John Willett
04:33 – Xero
06:01 – The Family of Engineers Behind John
11:11 – Meeting Gabe at Princeton
12:22 – The Idea Before Rogo
17:16 – Building AI Before ChatGPT
18:46 – The Investor Who Told Them to Quit Banking
20:11 – Rogo’s First Fundraising Deck
24:31 – Two Years Nobody Wanted Rogo
27:16 – The ChatGPT Inflection Point
29:16 – Landing Rogo’s First Major Customer
34:11 – When Enterprise AI Started to Click
38:11 – Why Big-Name Customers Matter
43:10 – Deciding Who Should Be CEO
45:22 – Convincing Bankers to Join a Startup
50:09 – US vs Europe vs APAC
55:04 – Scaling Rogo From 40 to 200+People
01:00:04 – Becoming a Better Manager
01:02:44 – Rapid Fire

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The High Flyers Podcast features in-depth interviews with the world’s most influential figures in business, tech, finance, government and sport. Launched in 2020, it has ranked in the global top ten for past three years, with listeners in 27 countries and over 200+ episodes released, and featured in Forbes, Daily Telegraph, and at SXSW.

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#276 John Willett: Rogo’s COO on Princeton, Being Ignored for Years to Winning the World’s Biggest Banks

The High Flyers Podcast with Vidit Agarwal

#276 John Willett: Rogo’s COO on Princeton, Being Ignored for Years to Winning the World’s Biggest Banks