MonitoringBench: Semi-Automated Red-Teaming for Agent Monitoring

We introduce a red-teaming methodology that exposes harder-to-catch attacks for coding-agent monitors, suggesting that current practices may under-elicit attacks and overstate monitor performance. We identify three challenges with current red-teaming. First, mode collapse in attack generation, which we reduce with a novel attack taxonomy for broader coverage. Second, a conceive-execute gap: frontier LLMs can propose strong attack ideas or execute them, but not all at once. We mitigate this by decomposing attack construction into strategy generation, execution, and post-hoc trajectory refinement. Third, manual elicitation is costly to scale, which we address with our semi-automated red-tea...

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