The Logan Bartlett Show

Author: by Redpoint Ventures

Startups grow faster and avoid costly mistakes when they learn from those who came before them. In each episode, we sit down with the people behind todays most important startups and extract the tactics, lessons, and frameworks theyve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member. Tap follow and enable notifications to stay ahead of the game.
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EP 135: Aaron Levie (CEO, Box) on Enterprise AI Trends No One is Talking About Yet
Episode 135
Friday, 28 March, 2025

Box CEO Aaron Levie joined the show to share his perspective on how AI is reshaping the enterprise landscape. He shared what his customers are actually thinking about when it comes to AI, the shift from closed to open-source models, and why the biggest opportunities might not be in flashy consumer tools but in workflow automation and data-rich enterprise applications. Aaron also shares his take on the changing business model dynamics in B2B, including the rise of usage-based pricing, and what it means for the next wave of software companies. 00:00 Introduction to AI in B2B and Consumer Worlds 00:32 Conversation with Aaron Levy: AI in the Enterprise 01:10 Defining a Model Company and AI's Role 02:19 Challenges and Opportunities in AI for Enterprises 03:44 Open Source vs. Commercial AI Models 05:40 The Future of AI Agents 11:42 AI's Impact on Business Models and Pricing 15:16 AI's Potential to Transform Industries 27:14 Comparing AI and Cloud Adoption 30:05 Strategizing AI Implementation 31:08 Customer Adoption and Resistance 32:59 Practical Considerations and Challenges 34:58 Building Flexible AI Architectures 37:57 Exploring Agentic Workflows 41:57 Future of AI in Enterprises 43:36 Rapid Fire Questions on AI Impact 53:20 Exciting AI Features at Box 55:53 Conclusion and Final Thoughts