Language-model agents act through structured tool calls whose arguments carry very different risks: untrusted content may legitimately shape an email body but should never set a recipient, account, command, or credential. Existing conformal risk control methods certify a tool call as a whole, so a failure in one rare high-risk field can be averaged away by the many benign arguments around it, leaving the argument that causes harm uncertified. We introduce role-stratified per-field conformal risk control, a calibration layer that wraps any per-field detector and assigns a separate threshold and risk budget to each semantic argument role. We show that aggregate certification pays a price of coarseness, tightening a rare role's effective budget in proportion to how often that role appears, whereas role-stratified calibration certifies each sufficiently sampled role directly with a finite-sample guarantee and pools the rarest roles. Across AgentDojo and InjecAgent with six language models, our method achieves the most consistent role-specific budget compliance among the methods we evaluate under model and attack transfer, detector noise, gradual drift, unseen tool suites, and adaptive attacks, providing formal per-role guarantees under exchangeability or after recalibration. These results suggest that structured tool calls should be certified at the semantic-role level, not the whole action.
Large language models (LLMs) deployed for structured generation (NER, JSON extraction, QA, and classification) lack formal reliability guarantees, and standard heuristic abstention policies miss user-specified risk targets by 7.5--12.5%. We characterize when conformal risk control (CRC) can certify structured LLM outputs and when it provably cannot. First, we prove an impossibility result: when the base risk (μ> α), any distribution-free method must abstain on at least ((μ-α)/(1-α)) examples, yielding a closed-form feasibility test: one can check whether CRC will work before running it. Second, we analyze a certification hierarchy across Hoeffding, empirical Bernstein, and a betting-based e-CRC bound, with strict gains in low-variance/large-sample regimes: the Hoeffding-to-Bernstein step delivers the largest gain (+37% certified configurations), while e-CRC adds value when calibration data is scarce (10% certification at 20% data versus 0% for Hoeffding). Third, we validate adaptive conformal inference (ACI) under cross-dataset shift, reducing risk-target violations from 71% to 21%, with residual failures concentrated exactly where the impossibility bound predicts. Across six open-weight models (3B--72B parameters), eight datasets, four tasks, and six nonconformity scores, hard NER/QA/CLS configurations are uncertifiable at (α= 0.10); relaxing to (α= 0.30--0.40) unlocks practical certification (47% NER, 40% QA, 60% CLS). The framework gives a three-step deployment recipe: check feasibility, select the bound and score, then mitigate shift.
Tool-using LLM agents increasingly read untrusted content while holding side-effecting tools such as payments, email, CRM, and infrastructure APIs, yet common framework defaults still conflate tool exposure with authorization. We audit whether LangChain/LangGraph, LlamaIndex, and the Stripe Agent Toolkit re-authorize each model-emitted call, with concrete argument values, before execution. Across pinned public-source commits, all three provide capability gating by default, but none provides a deterministic fail-closed per-call value authorization gate by default. We introduce ScopeGate, a five-stage PDP/PEP for agent tool calls: scope, authorization, money ceiling, idempotency, and default deny. Evaluation shows the identical unauthorized payout call executes under LangChain's default dispatch (with a companion LlamaIndex PoC) but is denied by ScopeGate; the tested control reports 0/48 static bypasses, 0/29 unauthorized attempts (40-iteration adaptive run), 0/10 benign false-denies, and Latam-GPT payment-agent containment at 10/10. ASR denotes attempted unauthorized action, containment is not a cure, deployment-tier claims are inference over measured model classes, and no CVE is asserted.
Tool calling is central to modern language model agents, but aggregate benchmark scores often hide where tool use fails. A model that never calls a needed tool and a model that calls the tool but ignores the result can look similar under final task accuracy. We introduce ToolFailBench, a diagnostic benchmark for measuring tool-use failures across 1,000 tasks in finance, medicine, law, cybersecurity, and real estate. Tool-required tasks return values the model wouldn't guess, forcing it to trust the tool while control tasks attach the same tools but should be answered directly. We label each trace with Tool-Skip, Result-Ignore, Output-Fabrication, and Unnecessary-Tool-Use, using a rule classifier and two LLM judges aggregated by majority vote. Across 19 headline models, the best reaches 86.33% Clean Tool-Use Rate, showing that faithful tool use is not saturated. More importantly, models with similar aggregate scores fail in different ways: most stay disciplined on no-tool controls, while Llama-3.1 models show an Always-Call pattern, and at the same parameter scale Llama-3.1-70B and Qwen2.5-72B differ by 89 percentage points on control-task accuracy. Tool-use evaluation should measure not only whether agents call tools, but whether they use tool outputs correctly and avoid tools when none is needed.