Agentic AI has taken off in software engineering, but most CIOs still cannot make agents work in everyday knowledge work in the enterprise. Aaron Levie, co-founder and CEO of Box, explains why that gap exists and what enterprises must change to close it.

Drawing on what Box sees across its enterprise customer base, including 68% of the Fortune 500, Levie covers data access, verification, budgets, architecture, and the new roles required to realize real value from enterprise AI agents.

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YOU'LL DISCOVER

✅ Why agentic coding raced ahead while knowledge work agents lag, across three properties: text based work, verifiability, and data access

✅ The "AI psychosis" pattern Levie says makes CEOs overestimate agents, and why distance from the last mile of work distorts executive judgment

✅ Why you should retry a failed AI project roughly every six months as frontier models keep improving

✅ The forward-deployed engineer role, internal and external, and why it becomes essential to enterprise AI adoption

✅ Why your IT and data architecture, not the model you pick, often determines what you actually get from agents

✅ The end of venture-subsidized tokens, and why the line of business, not just IT, now has to own the AI budget

✅ Why Levie says you should not vibe-code core systems of record like ERP or CRM, and where agent value actually accrues

✅ Value maxing versus token maxing: how to judge AI ROI and avoid a surprise overnight token bill

⏱️ TIMESTAMPS

0:00 The promise of agentic coding

5:11 Why knowledge work resists agents

8:52 The AI psychosis trap for CEOs

14:57 Be ambitious, then retry in six months

17:25 The rise of the forward-deployed engineer

21:09 Frontier models need your data architecture

27:14 The end of subsidized tokens

31:18 How knowledge workers should prepare

36:37 Where software value shifts

39:03 Reimagining workflows around abundance

43:03 Value maxing versus token maxing

49:46 Advice for CIOs

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💬 Read the show notes and episode summary: https://www.cxotalk.com/episode/box-ceo-aaron-levie-cio-advice-on-agentic-ai-and-the-enterprise

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