Wrecked and rebuilt: how million-dollar experiences shaped an AI-first finance team (with 1Password CFO Greg Henry)

Join host Ravi Kumar as he sits down with Greg Henry, CFO of 1Password and former CFO of Couchbase, for a masterclass in turning crisis into career-defining moments. Greg shares his journey from the Big Four to leading finance teams through IPOs, FDA shutdowns, and global pandemics, as well as fully embracing AI as a CFO.

In this episode, Greg takes listeners inside:

  • CFO factories (2:52)
  • The FDA crisis that became a "million-dollar experience" (10:09)
  • Becoming CFO is moving from the “control tower to the cockpit” (17:30)
  • “I literally thought we had wrecked the company” (22:02)
  • 1Password's AI hackathon: creating 21 automated agents in one day (39:35)
  • Career wisdom from someone on the "16th hole" of their journey (49:31)

Through 30+ years of hard-won lessons, Greg proves that the experiences you least expect often become the ones that define your entire career trajectory. 

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