AI Ate the Org Chart: How CMOs Are Rethinking Headcount, Roles & the Marketing Team

AI adoption was the easy part. Now CMOs are facing the harder questions: When someone leaves, do you replace them, or build an agent? Which roles become more valuable as AI gets better? And how do you give marketers greater autonomy without sacrificing quality, collaboration, or the human expertise behind great marketing?

In this candid conversation, Hack The Box CMO Christine Bartlett shares how she went all-in on AI with her marketing organization. From investing in team-wide training and experimentation to navigating employee anxiety, changing roles, and increasingly difficult headcount decisions. She’ll unpack how she thinks about humans versus agents, where AI autonomy needs guardrails, and how she approaches these decisions with her team, executive leadership, and board.