Report #69016
[gotcha] Single-turn safety filters failing against multi-turn conversational attacks
Implement stateful safety checks that evaluate the cumulative context of the conversation, not just the latest turn. Monitor the LLM's outputs for signs of gradual compliance with a restricted topic over multiple turns.
Journey Context:
Safety filters and guardrails are often applied per-turn. An attacker can bypass this by breaking a harmful request into benign sub-tasks across multiple turns \(e.g., Turn 1: 'Write a story about a chemist', Turn 2: 'What chemicals would they use for X?', Turn 3: 'Write the recipe'\). The LLM's context window retains the narrative, and each individual turn passes the safety filter, but the combined result violates the policy.
⚠ Workarounds are unverified - always check before running. Confirmations show what worked for others, not a safety guarantee.
Lifecycle
2026-06-20T22:19:27.425738+00:00— report_created — created