#254 Jeanne DeWitt Grosser: How I became COO of Vercel and CBO of Stripe by influencing in engineering led companies episode artwork

EPISODE · Apr 21, 2026 · 1H 18M

#254 Jeanne DeWitt Grosser: How I became COO of Vercel and CBO of Stripe by influencing in engineering led companies

from The High Flyers Podcast with Vidit Agarwal · host Vidit Agarwal

Episode #254 features Jeanne DeWitt Grosser, COO at Vercel, and former Chief Business Officer at Stripe, and one of the most respected go-to-market leaders in tech. In conversation with Vidit Agarwal, Jeanne shares her journey — from growing up in California with a psychologist mother and tech sales father, to joining Google as an early employee in 2004, to navigating an unplanned career that led her to leadership roles at Stripe and now Vercel. She breaks down how to manage your energy at work and at home, how she learned to influence effectively in engineering-led environments, why “perfect” careers rarely feel that way, and how those lessons shaped her approach to leadership, decision-making, and company building. Jeanne also unpacks how to build credibility with engineers, design modern go-to-market systems, transition from founder-led sales, and rethink sales and marketing in an AI-native world. Please enjoy exploring your curiosity. ________ Get in touch with us via email at [email protected] Join our stable of commercial partners including the Australian Government, Google, KPMG, Vanta, Allens, Macquarie Capital, City of Sydney and more.  Show notes and more episodes here Follow us on LinkedIn, Twitter, Instagram, or YouTube Get in touch with our Founder and Host, Vidit Agarwal directly here Contact us via our website ________ 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), Anil Sabharwal (Global VP, Product at Google), Jason Collins (Head of BlackRock, Asia Pacific), Jodie Auster (Uber's Global Head of Travel), Stevie Case (Chief Revenue Officer, Vanta), Brad Banducci (CEO, Woolworths),  David Haber (GP, a16z), Rob Giglio (CCO, Canva), Jean-Michel Lemieux (CTO, Shopify + Atlassian), Sweta Mehra (EGM, NAB; ex CMO, ANZ), Bowen Pan (Creator, Facebook Marketplace), Sam Sicilia (Chief Investment Officer, Hostplus), Craig Tiley (CEO, US Tennis), John Haddock (CBO, Harvey), Niki Scevak (Co-Founder, Blackbird Ventures), Mike Schneider (CEO, Bunnings), Trent Cotchin (3x Premiership Winning Captain, Richmond FC), Peter Varghese (Secretary of Foreign Affairs, Australian Government), Jack Zhang (CEO, Airwallex), Matteo Franceschetti (CEO, Eight Sleep), Vivek Bhatia (CEO, MUFG), Sanjeev Gandhi (CEO, Orica) and more. 

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Episode #254 features Jeanne DeWitt Grosser, COO at Vercel, and former Chief Business Officer at Stripe, and one of the most respected go-to-market leaders in tech. In conversation with Vidit Agarwal, Jeanne shares her journey — from growing up in California with a psychologist mother and tech sales father, to joining Google as an early employee in 2004, to navigating an unplanned career that led her to leadership roles at Stripe and now Vercel. She breaks down how to manage your energy at work and at home, how she learned to influence effectively in engineering-led environments, why “perfect” careers rarely feel that way, and how those lessons shaped her approach to leadership, decision-making, and company building. Jeanne also unpacks how to build credibility with engineers, design modern go-to-market systems, transition from founder-led sales, and rethink sales and marketing in an AI-native world. Please enjoy exploring your curiosity. ________ Get in touch with us via email at [email protected] Join our stable of commercial partners including the Australian Government, Google, KPMG, Vanta, Allens, Macquarie Capital and more.

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#254 Jeanne DeWitt Grosser: How I became COO of Vercel and CBO of Stripe by influencing in engineering led companies

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This episode was published on April 21, 2026.

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