The High Flyers Podcast with Vidit Agarwal

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

The High Flyers Podcast with Vidit Agarwal

Show Notes

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.

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