AI agents work in demos but stall in production, break existing permission models, and run up costs that CIOs never planned for in traditional IT budgets. Agentic AI in the enterprise has become a direct test for Chief Information Officers.
Aaron Levie, co-founder and CEO of Box, works with many Fortune 500 companies on exactly these problems and has become a clear voice on what it takes to integrate AI agents into real business workflows. In CXOTalk episode 921, the conversation examines what agents mean for enterprise software, security, and the CIO.
What you will learn:
- Why AI agents stall in production, and how to spot the ones that are ready
- Why your data and permissions matter more than the model you choose
- How agents change enterprise security, and who is liable when one goes wrong
- What CIOs should do first, and what to avoid
- How to control AI costs as agent usage scales
Episode Participants
Aaron Levie is Chief Executive Officer, Cofounder, and Chairman at Box, which he launched in 2005 with CFO and cofounder Dylan Smith. He is the visionary behind the Box product and platform strategy, incorporating the best of secure content collaboration with an intuitive user experience suited to the way people work today. Aaron leads the company in its mission to transform the way people and businesses work so they can achieve their greatest ambitions. He has served on the Board of Directors since April 2005.
Michael Krigsman is a globally recognized analyst, strategic advisor, and industry commentator known for his deep business transformation, innovation, and AI leadership expertise. He has presented at industry events worldwide and written extensively on the reasons for IT failures. His work has been referenced in the media over 1,000 times and in more than 50 books and journal articles; his commentary on technology trends and business strategy reaches a global audience.
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