Ravi Malick Explains Why Measuring AI Usage Will Sabotage Your Rollout

Many companies measure AI success by usage alone, but Box's CTO Ravi Malick says that's a trap that can sabotage your rollout, pushing teams to burn budgets just to look innovative.

In this episode Ravi Malick makes the case for a "clean sheet" approach: rethinking workflows instead of bolting AI onto old ones. We explore why real transformation shows up on the balance sheet, how Box tracks success differently by department, and his two-phase strategy: first letting "a thousand flowers bloom," then "cultivating the garden" to scale what works.