Tales from the Trenches™ with Sean Lane, Founder and CEO of Olive

Sean Lane began his career as an intelligence officer in the Air Force, spending most of his government service at the NSA solving challenges as a software engineer and technology leader. After serving the U.S. military, Sean started his career as a healthcare entrepreneur, drawn in by the prescription drug abuse problem that engulfed his hometown.

After founding several startups — ranging from big data and advanced analytics to entity resolution — Sean founded health tech AI startup Olive in 2012. Almost a decade later, Olive has raised a total of $902 million (including a $400 million round this summer led by Vista Equity Partners), and their enterprise AI is in more than 900 hospitals in over 40 U.S. states.

Sean joined us for a conversation moderated by VillageMD Chief Technology Officer Mike Roberts to discuss his pivot from government service to entrepreneurship, what’s coming up next for Olive and advice for entrepreneurs.

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