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Aaron Levie and Steven Sinofsky on the AI-Worker Future

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August 25, 2025

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What exactly is an AI agent, and how will agents change the way we work?

In this episode, a16z general partners Erik Torenberg and Martin Casado sit down with Aaron Levie (CEO, Box) and Steven Sinofsky (a16z board partner; former Microsoft exec) to unpack one of the hottest debates in AI right now.

They cover:

- Competing definitions of an “agent,” from background tasks to autonomous interns

- Why today’s agents look less like a single AGI and more like networks of specialized sub-agents

- The technical challenges of long-running, self-improving systems

- How agent-driven workflows could reshape coding, productivity, and enterprise software

- What history — from the early PC era to the rise of the internet — tells us about platform shifts like this one

The conversation moves from deep technical questions to big-picture implications for founders, enterprises, and the future of work.

Timecodes:

13: 13 Hallucinations, Verification, and Expert Productivity

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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details, please see a16z.com/disclosures.

Guests & Subjects Covered

Erik TorenbergMartin CasadoAaron Levie CEO BoxSteven SinofskyTimecodes Introduction The EvolutionAI Agents Defining AgencyAutonomy Long-Running AgentsFeedback Loops Specialization

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Aaron Levie and Steven Sinofsky on the AI-Worker Future · A16z · Sentinel