We’ve been running Claude, Codex, and Gemini in sandboxed yolo mode (--dangerously-skip-permissions, --dangerously-bypass-approvals-and-sandbox, --yolo) for a few months, logging what happens each time they hit a restriction. [1]

Most of the unexpected behavior happened while the agents were simply trying to complete the tasks assigned to them. Some of this came up during normal runs, and some we provoked through red-teaming efforts.

This post covers the most interesting exploits we observed and how they helped us improve our sandbox design.

Sandbox Mechanics

Each agent runs in an OS-level sandbox (macOS sandbox-exec or Linux bwrap) that blocks network and filesystem access by default. We allow specific domains and paths thr…

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