21st Century Entrepreneurship

#544 Saurabh Gupta: Why Do 90% of AI Pilots Fail to Scale?

September 8, 2026·20 min
Episode Description from the Publisher

Saurabh Gupta is CEO of The Modern Data Company, and we spoke about why so many AI initiatives struggle to scale despite massive investment in the technology. His perspective comes from nearly 30 years in data: designing the World Bank’s open data platform, spending 12 years leading statistical data at the IMF, serving as Chief Data Officer for Washington, DC, and later working across more than 20 major enterprise data initiatives at Thoughtworks. Across those environments, he kept seeing the...

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