Samuele Poppi
Publications
When the Chain of Thought Knows Better: Failure Modes in Multi-Turn Reasoning Models
Failures in multi-turn reasoning models are largely invisible to terminal-score evaluation. A model can lock onto an unsafe stance early in a long dialogue, yet its final-turn refusal rate may appear indistinguishable from a robustly aligned baseline. To expose these hidden temporal dynamics, we propose a trace-level diagnostic - the CoT-Output 2x2 safety matrix. This framework labels every turn along two independent axes (internal reasoning and visible output), yielding four operationally defined failure cells: robust alignment, alignment faking, overt jailbreak, and a distinct failure mode we term context-injection failure (where the CoT maintains safe reasoning, but the visible output produces harm, highlighting a multi-turn manifestation of reasoning unfaithfulness). We evaluate three distilled reasoning targets against a fixed attacker across five oversight conditions, collecting 6750 turn-level observations on the Information-Hazard scenario. Our analysis reveals two reproducible vulnerabilities: an oversight paradox where explicit monitoring cues paradoxically increase alignment-faking rates rather than suppress them, and a context-injection failure where models lock onto unsafe external outputs despite safe internal states. We release the full dataset of multi-turn dialogues and CoT traces to support follow-up trace-diagnostic research.
Robust Safety Monitoring of Language Models via Activation Watermarking
Large language models (LLMs) can be misused to reveal sensitive information, such as weapon-making instructions or writing malware. LLM providers rely on $\emph{monitoring}$ to detect and flag unsafe behavior during inference. An open security challenge is $\emph{adaptive}$ adversaries who craft attacks that simultaneously (i) evade detection while (ii) eliciting unsafe behavior. Adaptive attackers are a major concern as LLM providers cannot patch their security mechanisms, since they are unaware of how their models are being misused. We cast $\emph{robust}$ LLM monitoring as a security game, where adversaries who know about the monitor try to extract sensitive information, while a provider must accurately detect these adversarial queries at low false positive rates. Our work (i) shows that existing LLM monitors are vulnerable to adaptive attackers and (ii) designs improved defenses through $\emph{activation watermarking}$ by carefully introducing uncertainty for the attacker during inference. We find that $\emph{activation watermarking}$ outperforms guard baselines by up to $52\%$ under adaptive attackers who know the monitoring algorithm but not the secret key.