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Over the past 25 years, Bill Grosso has been the CEO of 4 separate software businesses (2 venture-backed startups, 2 bootstrapped consulting businesses) and has been a C-level executive at 4 other companies. During that time, the cloud emerged, the idea of analytics and machine-learning at scale emerged, open-source software completely altered both the development and deployment landscapes. And now, of course, Generative AI is changing everything yet again.

In this talk, Bill will draw on his experiences over the past quarter century and talk about how startups have changed, how startup customers have changed, and how we build software has changed, leading into a discussion of the role of startups in the emerging business ecosystem.

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