How Do You Evaluate An AI Agent? (The Agents Season, Epis...

What this episode covers

Knowing when an AI agent has failed sounds straightforward — until it isn't. Agents have a frustrating habit of finishing confidently while quietly doing the wrong thing, or looping endlessly without ever crashing in an obvious way. This episode tackles one of the thorniest problems in the agentic world: evaluation. If failure is hard to see, how do you measure it systematically? And how do you know when your agent is actually working?

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Frequently Asked Questions

How long is this episode of Linear Digressions?

This episode is 31 minutes long.

When was this Linear Digressions episode published?

This episode was published on June 1, 2026.

What is this episode about?

Knowing when an AI agent has failed sounds straightforward — until it isn't. Agents have a frustrating habit of finishing confidently while quietly doing the wrong thing, or looping endlessly without ever crashing in an obvious way. This episode...

Can I download this Linear Digressions episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.