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

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. ________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.________Get in touch with us via email at [email protected] our stable of commercial partners including the Australian Government, Google, KPMG,, Allens, Macquarie Capital, Xero, JP Morgan and more. Show notes and more episodes hereFollow us on LinkedIn, Twitter and InstagramGet in touch with our Founder and Host, Vidit Agarwal directly hereContact us via our websiteThis 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. ________TIMESTAMPS00:00 – The Real John Willett04:33 – Xero06:01 – The Family of Engineers Behind John11:11 – Meeting Gabe at Princeton12:22 – The Idea Before Rogo17:16 – Building AI Before ChatGPT18:46 – The Investor Who Told Them to Quit Banking20:11 – Rogo’s First Fundraising Deck24:31 – Two Years Nobody Wanted Rogo27:16 – The ChatGPT Inflection Point29:16 – Landing Rogo’s First Major Customer34:11 – When Enterprise AI Started to Click38:11 – Why Big-Name Customers Matter43:10 – Deciding Who Should Be CEO45:22 – Convincing Bankers to Join a Startup50:09 – US vs Europe vs APAC55:04 – Scaling Rogo From 40 to 200+People01:00:04 – Becoming a Better Manager01:02:44 – Rapid Fire________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.Our guests include -- Malcolm Turnbull (Prime Minister of Australia), Keith Rabois (Managing Director, Khosla Ventures), Jason Collins (Head of BlackRock, Asia Pacific), Brad Banducci (CEO, Woolworths), Michael Schneider (CEO, Bunnings), David Eckstein (CFO, Legora), Kevin Hartz (Partner, A*; Founder, Eventbrite), Jesse Zhang (CEO, Decagon), Vandita Pant (CFO, BHP), Elena Verna (Head of Growth, Lovable), David Haber (a16z Partner), Jodie Auster (Uber's Global Head of Travel), Rob Giglio (CCO, Canva), Jean-Michel Limieux (CTO, Shopify and Atlassian), Stevie Case (CRO, Vanta), Cristina Cordova (COO, Linear), Gautam Chari (Head of Capital Commitments, Bank of America), John Haddock (CBO, Harvey), Mark Suster (Partner, Upfront Ventures), Niki Scevak (Partner, Blackbird), Craig Tiley (CEO, USA Tennis), Jeanne DeWitt Grosser (COO, Vercel), Paul Bassat (Partner, Square Peg), Bowen Pan (Creator, Facebook Marketplace), Peter Varghese (Secretary of Foreign Affairs, Australian Government), Sam Sicilia (CIO, Hostplus), Jack Zhang (CEO, Airwallex), Tim Doyle (CEO, Eucalyptus), Sukhinder Singh Cassidy (CEO, Xero), Sanjeev Gandhi (CEO, Orica) and Philip Green (Australia's Ambassador/High Commissioner to India).