How Do You Evaluate An AI Agent? (The Agents Season, Episode 7)
From Linear Digressions by Katie Malone
June 1, 2026 · 32 min
About this episode
This episode discusses the challenges of evaluating AI agents and measuring their performance systematically.
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?
People in this episode
Host: Katie Malone
Topics covered
- AI evaluation
- agent failure
- systematic measurement
- agent performance
- technology
Keywords
- AI agents
- evaluation
- failure detection
- performance measurement
- technology
More episodes of Linear Digressions
- Many Agents, Many Problems (The Agents Season, Episode 8) · June 8, 2026 · 28 min
- AI Agent Failure Modes (The Agents Season, Episode 6) · May 25, 2026 · 33 min
- Agentic Planning (The Agents Season, Episode 5) · May 18, 2026 · 24 min
- Memory Management for AI Agents (The Agents Season, Episode 4) · May 10, 2026 · 25 min
- Lost in the Middle (The Agents Season, Episode 3) · May 4, 2026 · 20 min
- ReAct and Tool Usage (The Agents Season, Episode 2) · April 27, 2026 · 24 min
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