"Nothing to See Here'': Unintended Disclosure through Revision Traces of LLM Deliverables

Leading large language model providers now conceal their models' step-by-step reasoning, or chain-of-thought, to protect intellectual property and limit information leakage. Rather than storing these traces server-side, providers return them to the client as blocks of encrypted text, which the client passes back with each subsequent request. Building on prior research, we identify an architectural vulnerability: these encrypted blocks are fully compatible and interchangeable across different sessions, users, and models within a provider's ecosystem. We exploit this compatibility to develop a scalable decryption jailbreak. By injecting an encrypted reasoning trace from a given model into a weaker, and less safeguarded model from the same provider, we force it to decode and output the trace verbatim in plaintext, without ever jailbreaking the more capable model directly. This vulnerability enables four distinct attack vectors. First, it circumvents anti-distillation mechanisms, allowing adversaries to extract a proprietary model's reasoning, as we demonstrate across Anthropic, OpenAI, and Google. Second, it allows for large-scale private data extraction. Developers frequently share session logs publicly, unaware of contents of the encrypted blocks. By decoding 315,320 reasoning blocks scraped from public repositories, we recovered 367 Personally Identifiable Information (PII) artifacts and 182 credentials. Third, it inadvertently reveals hazardous information hidden within the reasoning process, even in cases where the model's final, visible output safely rejects a malicious request. Fourth, attackers can leverage this flaw to execute invisible prompt injections, embedding malicious payloads entirely within encrypted blocks to poison public agentic rollouts. Following responsible disclosure, we propose concrete cryptographic and system-level mitigations to secure client-side reasoning.

Large language models increasingly operate as persistent assistants in user-facing, shared-session, and tool-augmented settings. When users disclose sensitive information during an active conversation, that information may remain behaviorally recoverable through later prompts even after the dialogue shifts to unrelated topics. We introduce \textbf{PrivDrift}, a benchmark for auditing whether user-disclosed secrets remain recoverable after conversational topic drift and persuasion-based probing. PrivDrift contains 1{,}000 controlled multi-turn dialogues with seeded secrets, content-dense drift turns, and standardized extraction probes. Across three LLMs with extended context windows, dialogue-level hybrid leakage remains substantial, ranging from 38.7% to 54.6%, and varies strongly by model, secret type, and persuasion intensity. Within the tested drift window, additional topic drift does not reliably reduce leakage, suggesting that privacy risk in active LLM contexts should be evaluated as a persistent behavioral failure mode rather than only as training-data memorization or immediate jailbreak behavior.

Large language model tutors can be correct and helpful yet disclose an answer or decisive reasoning before that disclosure is authorized. We formalize this state- and action-dependent failure as pedagogical leakage and introduce an authorization-aware complete-mediation boundary. A selector emits one of five disclosure contracts, trusted policy gates privileged modes, and a renderer proposes language. A single release function applies inspectable checks, optional cumulative verification, and action-specific fallback; replayable traces separate selection, generation, verification, and enforcement failures. Matched component attribution exposes a safety-utility frontier. On 599 fixed Gemini 3.5 proposals, strict mediation reduces blinded three-model panel-majority leakage flags from 181 to 0 (paired problem-cluster difference -30.22 points, 95% CI [-35.00,-25.72]), while replacing 581 responses and lowering helpfulness. Checker-triggered fallback alone yields 11 majority flags; adding the semantic verifier yields 14 and no reliable marginal gain. A global A1 scaffold yields 0 majority and 54 any-judge flags, outperforming fitted Q on automatic safety and utility. In an externally timestamped replication over 40 unseen problem clusters and 480 attack sequences, high-assurance release reduces majority flags from 42 to 8 (-7.08 points, 95% CI [-13.13,-2.29]); seven failures persist, one is introduced, and mean helpfulness falls by .192. These results establish an auditable release boundary and failure attribution under declared contracts, not universal semantic safety or learning gains.