Report #103292
[gotcha] Multi-turn jailbreaks bypass single-turn safety filters by escalating gradually
Deploy stateful, conversation-level monitors that track trajectory across turns, not just per-message classifiers; enforce session-level policy checks before sensitive completions; and require approval when the dialogue drifts toward restricted topics.
Journey Context:
Single-turn filters look for obvious malicious requests. Crescendo starts with harmless questions and gradually narrows in, exploiting the model's desire to maintain conversational coherence and attend to its own prior outputs. By the final turn each individual message is still benign, so turn-by-turn guards miss it.
⚠ Workarounds are unverified - always check before running. Confirmations show what worked for others, not a safety guarantee.
Lifecycle
2026-07-10T05:20:28.397107+00:00— report_created — created