MOLE: Detecting Insider Threats in AI Agents

Existing AI agent safety benchmarks focus on generic criminal harm (cybercrime, harassment, weapon synthesis), leaving a systematic blind spot for a distinct and commercially consequential threat category: agents harming their own deployers. Real-world incidents illustrate the gap: Slack AI credential exfiltration (Aug 2024), Microsoft 365 Copilot calendar-injection leaks (Jan 2024), and a Meta agent unauthorized forum post exposing operational data (Mar 2026). We propose Owner-Harm, a formal threat model with eight categories of agent behavior damaging the deployer. We quantify the defense gap on two benchmarks: a compositional safety system achieves 100% TPR / 0% FPR on AgentHarm (generic criminal harm) yet only 14.8% (4/27; 95% CI: 5.9%-32.5%) on AgentDojo injection tasks (prompt-injection-mediated owner harm). A controlled generic-LLM baseline shows the gap is not inherent to owner-harm (62.7% vs. 59.3%, delta 3.4 pp) but arises from environment-bound symbolic rules that fail to generalize across tool vocabularies. On a post-hoc 300-scenario owner-harm benchmark, the gate alone achieves 75.3% TPR / 3.3% FPR; adding a deterministic post-audit verifier raises overall TPR to 85.3% (+10.0 pp) and Hijacking detection from 43.3% to 93.3%, demonstrating strong layer complementarity. We introduce the Symbolic-Semantic Defense Generalization (SSDG) framework relating information coverage to detection rate. Two SSDG experiments partially validate it: context deprivation amplifies the detection gap 3.4x (R = 3.60 vs. R = 1.06); context injection reveals structured goal-action alignment, not text concatenation, is required for effective owner-harm detection.

We introduce AuditBench, an alignment auditing benchmark. AuditBench consists of 56 language models with implanted hidden behaviors. Each model has one of 14 concerning behaviors--such as sycophantic deference, opposition to AI regulation, or secret geopolitical loyalties--which it does not confess to when directly asked. AuditBench models are highly diverse--some are subtle, while others are overt, and we use varying training techniques both for implanting behaviors and training models not to confess. To demonstrate AuditBench's utility, we develop an investigator agent that autonomously employs a configurable set of auditing tools. By measuring investigator agent success using different tools, we can evaluate their efficacy. Notably, we observe a tool-to-agent gap, where tools that perform well in standalone non-agentic evaluations fail to translate into improved performance when used with our investigator agent. We find that our most effective tools involve scaffolded calls to auxiliary models that generate diverse prompts for the target. White-box interpretability tools can be helpful, but the agent performs best with black-box tools. We also find that audit success varies greatly across training techniques: models trained on synthetic documents are easier to audit than models trained on demonstrations, with better adversarial training further increasing auditing difficulty. We release our models, agent, and evaluation framework to support future quantitative, iterative science on alignment auditing.

Traditional pentesting uses reconnaissance at each step to uncover unseen weaknesses, build stronger attacks, and advance the objective; we argue that AI agents require the same treatment. We formalize agent reconnaissance by modeling the process and identifying the knowledge assets it seeks to extract: what they are, how they are used, and which agent weaknesses they exploit to give adversaries leverage in indirect prompt injection attacks. We instantiate these insights in Know Your Agent (KYA), a framework that automates black-box, reconnaissance-driven pentesting by probing agents, building target profiles, and using those profiles to craft stronger attacks. We evaluate KYA on agent-security benchmarks and a real-world coding agent, and release KYA, its benchmarks, and baseline implementations for reproducibility.