We present a framework for verifying the deterministic structured computations surrounding a large language model rather than the model itself, extending a Lean 4 trust-boundary architecture to the generic interfaces of modern LLM pipelines. Certificate validity is a Lean 4 kernel type-check plus a sorry-free transitive axiom audit against the trusted set {propext, Classical.choice, Quot.sound}; other assumptions are declared and partitioned by tier (mathematical placeholders, cryptographic assumptions, ML/human oracles). The technical contribution comprises three local certificate families and two operators. The families are conflict-aware bilattice grounding (with an emission-gate soundness lemma), embedding sensitivity and paraphrase stability, and Hoare-style agent action. The operators are a Maximal Certifiable Residue, which turns abstention into the maximum-weight certifiable residue with audit-logged dropped claims, and a Compositional Stability theorem, which yields a closed-form pipeline-wide perturbation budget from per-layer gains and margins. The three families plus a Universal Assurance Card consolidator form the per-call deliverable for high-stakes deployments: patent and legal retrieval, regulated finance, clinical decision support, and agentic systems with irreversible side effects. A compiled Lean 4 reference artifact (Lean v4.30.0-rc2, Mathlib) covers all 22 certificate types, with 17 of 46 kernel-audited declarations axiom-free, the rest depending only on the trusted set and declared assumptions, and zero uses of sorryAx or Lean.ofReduceBool. The three families are empirically tested through four registered pilots: bilattice grounding on adversarially perturbed HotpotQA, embedding sensitivity in short- and long-form settings, and Hoare-style agent action on a filesystem sandbox with adversarial prompt injection.
When an LLM supplies an argument that a user could not readily construct, how can the user decide whether to accept its claim? Inspired by interactive proofs, we model human-LLM deliberation as an interaction between a prover with unrestricted internal search and a resource-bounded human verifier. The verifier requests and checks supporting details without access to the LLM's internal state. Passed checks accumulate evidence toward an acceptance threshold. We prove anytime-valid soundness against adaptive provers: the probability of ever accepting a false claim is at most a chosen error level, provided the task supplies bounds on false passes and human checking errors that remain valid after every relevant history. A finite-horizon completeness bound additionally requires bounds on the adequacy of honest responses and sufficient diagnostic progress. Further checks can strengthen the evidence for acceptance, but each requires another adequate response and reliable human effort. Whether this tradeoff permits certification depends on the verifier's effort budget, cognitive load, expertise, and fatigue. We identify conditions under which the supplied bounds certify a specified sequence of local checks but not a specified global check under the same resource budgets.
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.
Guardrail Classifiers defend production language models against harmful behavior, but although results seem promising in testing, they provide no formal guarantees. Providing formal guarantees for such models is hard because "harmful behavior" has no natural specification in a discrete input space: and the standard epsilon-ball properties used in other domains do not carry semantic meaning. We close this gap by shifting verification from the discrete input space to the classifier's pre-activation space, where we define a harmful region as a convex shape enclosing the representations of known harmful prompts. Because the sigmoid classification head is monotonic, certifying the worst-case point is sufficient to certify the entire region, yielding a closed-form soundness proof without approximation in O(d) time. To formally evaluate these classifiers, we propose two constructions of such regions: SVD-aligned hyper-rectangles, which yield exact SAT/UNSAT certificates, and Gaussian Mixture Models, which yield probabilistic certificates over semantically coherent clusters. Applying this framework to three author-trained Guardrail Classifiers on the toxicity domain, every hyper-rectangle configuration returns SAT, exposing verifiable safety holes across all classifiers, despite seemingly high empirical metrics. Probabilistic GMM certificates also expose a divergent structural stability in how these models represent harm. While GPT-2 and Llama-3.1-8B maintain robust coverage of 90% and 80% across varying boundaries, BERT's safety guarantees prove uniquely volatile. This 'coverage collapse' to 55% at the optimal threshold reveals a sparsely populated safety margin in BERT, which only achieves full coverage by adopting an extremely conservative pessimistic threshold. These approaches combined, provide new insights on how effective Guardrail Classifiers really are, beyond traditional red-teaming.