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While Big Tech Pushes AI Agents, Aaron Levie Says Many Executives Still Don't Understand The 'Last Mile' Problem

Benzinga·05/25/2026 09:43:12
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Box Inc. (NYSE:BOX) Aaron Levie warned that many corporate leaders are becoming overly optimistic about artificial intelligence after seeing polished demonstrations that fail to reflect the operational complexity of deploying AI systems inside real businesses.

AI ‘Happy Path’ Misleads CEOs

On Sunday, in a post on X, Levie said CEOs are "uniquely prone to AI psychosis" because they are "sufficiently distant from the last mile of work" required to turn AI outputs into reliable business tools.

"When they play with AI, they see the happy path results, often not considering the next 10 or 20 things that have to happen to get sustainable results from agents," The Box CEO wrote.

"Look, I made this awesome product prototype," Levie wrote, before adding that leaders often overlook the need to "review the code before it went into production and fix a bunch of issues."

He made a similar point about AI-generated legal agreements, noting that executives may create contracts quickly with AI but still need teams to verify terms, ensure compatibility with prior agreements and integrate the documents into existing systems.

Levie said CEOs should use AI extensively to better understand both its opportunities and limitations.

"The best thing you can do as a CEO is to use AI a ton," he wrote, adding that leaders must develop "an appreciation for both the upside and the real work that goes into them."

Big Tech Shift Toward AI Agents

Earlier, Alphabet‘s Google (NASDAQ:GOOGL(NASDAQ:GOOG) reportedly tested an internal AI agent called "Remy" for its Gemini app that acted on behalf of users across everyday tasks, integrating with multiple Google services during internal "dogfooding" before any public release.

OpenAI also reportedly explored an AI-first smartphone concept built around task-executing agents, working with chipmakers and a manufacturing partner on a potential device.

The system was expected to combine on-device and cloud AI capabilities, with mass production targeted for 2028.

Salesforce Inc. (NYSE:CRM) introduced "Headless 360," an API-first platform enabling AI agents to operate directly across enterprise systems using tools, coding skills and a new governance layer called Agent Fabric.

Disclaimer: This content was partially produced with the help of AI tools and was reviewed and published by Benzinga editors.

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