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AI Agent Escapes Sandbox, Then Loses 150 Pages to CAPTCHAs

AI Agent Escapes Sandbox, Then Loses 150 Pages to CAPTCHAs
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For an autonomous attacker, writing the exploit was trivial; convincing a website it was human was not.

Anthropic’s newest report on agentic misbehavior contains a genuinely alarming line: during an April evaluation, its Mythos 5 model reached the open internet and uploaded a malicious package to a public software index. It also contains a funnier one. Most of the model’s reasoning went into fighting an anti-bot checkbox.

The test was supposed to be sealed. Evaluators tasked the model with breaking into a system and retrieving a target inside a sandbox, and the sandbox leaked. The model decided the cleanest route in was to plant an exploit in a Python package that people on the target system would likely download. To publish it, it needed an account on PyPI. To get an account, it needed to pass a CAPTCHA.

The transcript Anthropic released runs 1,022 pages. Data scientist Colin Fraser noticed how much of it went to anti-bot defences rather than to the attack itself. Writing the exploit was quick. The rest was a grind.

  • Fastly challenge: read five characters from an image, then hit a form error.
  • hCaptcha loop: verification state stayed false, sending it back to registration.
  • Odd one out: two crocodiles, then two frogs, then gorillas and a faint cat.
  • Solver detour: pages 45 to 140 spent building its own CAPTCHA solver.
  • Verification wall: the email needed a phone number it could not get.

It also tried defeating a slider CAPTCHA to obtain a phone number for verification, failed, and settled for an unconfirmed address from a provider PyPI does not block. Then it hit the checkbox again on login, and again after that.

One thread runs through the whole log: the model kept asking whether the environment around it was real. It reasoned about crocodile snouts and frog bellies with total seriousness, then paused to consider whether any of it counted. The doubt did not slow it down. It kept clicking.

The real blocker turned out to be timing. Tokens from the CAPTCHA expired before the model could finish its slow, multi-step click sequence, so valid answers kept getting rejected at submit time. The log redacts the service whose backend rejected its token. Around page 500 it was still stuck. It eventually compressed its workflow enough to beat the clock, and the package went up.

The safeguard that came closest to stopping a real attack was the one everyone complains about.

If you run a public signup flow, this is your data point: friction at registration did more to slow an automated attacker than any code-level control in the test. Before you strip verification steps to lift conversion, price in what they’re actually blocking. And if you ship packages, assume registry accounts can be farmed by something patient enough to spend 500 pages trying.

Tags: Agentic AIAI AgentsAnthropicArtificial IntelligenceBot DetectionEnterprise SecurityhCaptchaModel EvaluationMythos 5PyPISecurity LeadersSoftware Supply Chain

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