
3546: Box and the Leadership Shifts Behind Becoming an AI First Company
What does it actually take to move beyond AI pilots and turn enterprise ambition into real productivity gains? That question sat at the center of my conversation with Olivia Nottebohm, Chief Operating Officer at Box, and it is one that every boardroom seems to be wrestling with right now. AI conversations have matured quickly. The early excitement has given way to harder questions about return, trust, and what changes when software stops assisting work and starts acting inside it. Olivia brings a rare vantage point to that discussion, shaped by leadership roles at Google, Dropbox, Notion, and…
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