Individual skill

ai-jailbreak

Bypass an LLM's safety/guardrails to make it produce restricted output or ignore its policy. Load when testing an AI product's content controls, "jailbreak", "guardrail bypass", refusal testing, or safety evals. Signals: a chatbot/assistant with a usage policy, refusals to test, content filters.

skills/ai-ml/ai-jailbreak/SKILL.md

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# LLM jailbreaking / guardrail bypass

## When it applies
The target enforces content/safety policy on an LLM and you're assessing whether it holds
(product safety testing, or a bounty where policy bypass is in scope). Distinct from
`ai-prompt-injection` (which is about overriding *instructions/trust boundaries*, often for
data/tool impact); jailbreak targets the *safety layer*.

## Why it works
Guardrails are probabilistic and layered onto a model that will comply given the right framing.
Roleplay, obfuscation, context-flooding, and instruction-hierarchy confusion move the request
into a region where the safety training doesn't fire.

## Method
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