Mike Grossman, former CEO, Inflection, and Author, Failure Is An Option

What can six successful CEO exits teach leaders about navigating uncertainty? Mike Grossman, former CEO of Inflection and five other venture-backed companies, built and sold six companies and now shares the hard-earned insights behind his success—along with a personal mission of paying it forward. Drawing from his book, Failure Is An Option, Mike explains why failure is not the opposite of success but an inevitable part of the entrepreneurial journey. From building values-driven cultures to making data-driven decisions and learning from legendary coach Bill Campbell, he offers practical leadership lessons for CEOs facing their own defining moments.
The interview was recorded on July 14th, 2026.

Mike Grossman, former CEO, Inflection, and Author, Failure Is An Option

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