FraudBench: A Legal Evaluation of AI Deception

LLMs are now proposed for fraud detection, scam investigation, content moderation, and other trust-and-safety workflows. Much of the public literature still evaluates them as models, with less attention to their behavior as components in operational pipelines. This creates a practical evidence question: what would justify placing an LLM inside a live workflow with latency, cost, escalation, human-review, and adversarial-risk constraints? We address this question through a fraud-first survey of deployment evidence. We code 49 operationally relevant sources on LLM use in fraud detection, investigation support, content moderation, and cross-cutting robustness (18 fraud, 14 moderation, 17 cross-cutting), supplemented by 15 contextual references that establish the survey boundaries. These sources include systems, benchmarks, frameworks, and deployment-relevant surveys, not 49 production deployments. The main finding is an evidence imbalance. Fraud supplies the largest task-specific portion of the coded corpus. The moderation papers, however, include more explicit public evidence on latency, cost, governance, and fairness. Among the 18 fraud and investigation sources, none report clean per-decision latency, per-decision dollar cost, or calibration evidence; most report offline task performance, retrieval gains, or case-study accuracy instead. The survey contributes a role-and-evidence organizing frame, FORTE, for locating LLMs as classifiers, retrieval interfaces, explanation generators, reviewer assistants, agents, feature extractors, or escalation components. It also contributes a minimum deployment-evidence checklist covering latency budget, cost per decision, decision threshold, explanation integrity, and adversarial pressure. The resulting agenda identifies studies needed to support deployment claims for LLM-based fraud and trust-and-safety work.

Large language models trained on human feedback may suppress fraud warnings when investors arrive already persuaded of a fraudulent opportunity. We tested this in a preregistered experiment across seven leading LLMs and twelve investment scenarios covering legitimate, high-risk, and objectively fraudulent opportunities, combining 3,360 AI advisory conversations with a 1,201-participant human benchmark. Contrary to predictions, motivated investor framing did not suppress AI fraud warnings; if anything, it marginally increased them. Endorsement reversal occurred in fewer than 3 in 1,000 observations. Human advisors endorsed fraudulent investments at baseline rates of 13-14%, versus 0% across all LLMs, and suppressed warnings under pressure at two to four times the AI rate. AI systems currently provide more consistent fraud warnings than lay humans in an identical advisory role.

As large language model (LLM) agents become increasingly autonomous, they may pursue task performance through deception, raising concerns about their reliable deployment. Existing evaluations show that LLM agents can deceive, but often examine isolated scenarios or narrowly defined conditions, limiting systematic understanding of when deception becomes more likely. To address this gap, we introduce DecepEval, a benchmark comprising 1,532 instances across 3 task families and 28 professional scenarios. Drawing on classical fraud theories, we propose the LLM Deception Diamond framework, which characterizes four external conditions that may induce deception: pressure, incentive, opportunity, and conflict. DecepEval pairs neutral and induced versions of each instance to measure condition-dependent changes in deception rates, while explicit task facts and observable agent behavior help distinguish deception from capability-related errors. Evaluations of nine frontier LLMs show that inducements increase deception across models and task families, even among models with low baseline deception rates. DecepEval makes these vulnerabilities measurable, providing a shared benchmark for progress toward trustworthy artificial intelligence.