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Aug 13

Large Language Models as Fiduciaries: A Case Study Toward Robustly Communicating With Artificial Intelligence Through Legal Standards

Artificial Intelligence (AI) is taking on increasingly autonomous roles, e.g., browsing the web as a research assistant and managing money. But specifying goals and restrictions for AI behavior is difficult. Similar to how parties to a legal contract cannot foresee every potential "if-then" contingency of their future relationship, we cannot specify desired AI behavior for all circumstances. Legal standards facilitate robust communication of inherently vague and underspecified goals. Instructions (in the case of language models, "prompts") that employ legal standards will allow AI agents to develop shared understandings of the spirit of a directive that generalize expectations regarding acceptable actions to take in unspecified states of the world. Standards have built-in context that is lacking from other goal specification languages, such as plain language and programming languages. Through an empirical study on thousands of evaluation labels we constructed from U.S. court opinions, we demonstrate that large language models (LLMs) are beginning to exhibit an "understanding" of one of the most relevant legal standards for AI agents: fiduciary obligations. Performance comparisons across models suggest that, as LLMs continue to exhibit improved core capabilities, their legal standards understanding will also continue to improve. OpenAI's latest LLM has 78% accuracy on our data, their previous release has 73% accuracy, and a model from their 2020 GPT-3 paper has 27% accuracy (worse than random). Our research is an initial step toward a framework for evaluating AI understanding of legal standards more broadly, and for conducting reinforcement learning with legal feedback (RLLF).

  • 1 authors
·
Jan 24, 2023

Symbolic Guardrails for Domain-Specific Agents: Stronger Safety and Security Guarantees Without Sacrificing Utility

AI agents that interact with their environments through tools enable powerful applications, but in high-stakes business settings, unintended actions can cause unacceptable harm, such as privacy breaches and financial loss. Existing mitigations, such as training-based methods and neural guardrails, improve agent reliability but cannot provide guarantees. We study symbolic guardrails as a practical path toward strong safety and security guarantees for AI agents. Our three-part study includes a systematic review of 80 state-of-the-art agent safety and security benchmarks to identify the policies they evaluate, an analysis of which policy requirements can be guaranteed by symbolic guardrails, and an evaluation of how symbolic guardrails affect safety, security, and agent success on τ^2-Bench, CAR-bench, and MedAgentBench. We find that 85\% of benchmarks lack concrete policies, relying instead on underspecified high-level goals or common sense. Among the specified policies, 74\% of policy requirements can be enforced by symbolic guardrails, often using simple, low-cost mechanisms. These guardrails improve safety and security without sacrificing agent utility. Overall, our results suggest that symbolic guardrails are a practical and effective way to guarantee some safety and security requirements, especially for domain-specific AI agents. We release all codes and artifacts at https://github.com/hyn0027/agent-symbolic-guardrails.

LHAW: Controllable Underspecification for Long-Horizon Tasks

Long-horizon workflow agents that operate effectively over extended periods are essential for truly autonomous systems. Their reliable execution critically depends on the ability to reason through ambiguous situations in which clarification seeking is necessary to ensure correct task execution. However, progress is limited by the lack of scalable, task-agnostic frameworks for systematically curating and measuring the impact of ambiguity across custom workflows. We address this gap by introducing LHAW (Long-Horizon Augmented Workflows), a modular, dataset-agnostic synthetic pipeline that transforms any well-specified task into controllable underspecified variants by systematically removing information across four dimensions - Goals, Constraints, Inputs, and Context - at configurable severity levels. Unlike approaches that rely on LLM predictions of ambiguity, LHAW validates variants through empirical agent trials, classifying them as outcome-critical, divergent, or benign based on observed terminal state divergence. We release 285 task variants from TheAgentCompany, SWE-Bench Pro and MCP-Atlas according to our taxonomy alongside formal analysis measuring how current agents detect, reason about, and resolve underspecification across ambiguous settings. LHAW provides the first systematic framework for cost-sensitive evaluation of agent clarification behavior in long-horizon settings, enabling development of reliable autonomous systems.

  • 9 authors
·
Feb 10

Ambig-SWE: Interactive Agents to Overcome Underspecificity in Software Engineering

AI agents are increasingly being deployed to automate tasks, often based on underspecified user instructions. Making unwarranted assumptions to compensate for the missing information and failing to ask clarifying questions can lead to suboptimal outcomes, safety risks due to tool misuse, and wasted computational resources. In this work, we study the ability of LLM agents to handle underspecified instructions in interactive code generation settings by evaluating proprietary and open-weight models on their performance across three key steps: (a) detecting underspecificity, (b) asking targeted clarification questions, and (c) leveraging the interaction to improve performance in underspecified scenarios. We introduce Ambig-SWE, an underspecified variant of SWE-Bench Verified, specifically designed to evaluate agent behavior under ambiguity and interaction. Our findings reveal that models struggle to distinguish between well-specified and underspecified instructions. However, when models interact for underspecified inputs, they effectively obtain vital information from the user leading to significant improvements in performance, up to 74% over the non-interactive settings, underscoring the value of effective interaction. Our study highlights critical gaps in how current state-of-the-art models handle missing information in complex software engineering tasks and structures the evaluation into distinct steps to enable targeted improvements.

  • 5 authors
·
Feb 20

Coding Agents Are Guessing: Measuring Action-Boundary Violations in Underspecified DevOps Instructions

LLM coding agents are increasingly deployed to act autonomously on real production infrastructure. They execute shell commands, modify repositories, and call operational APIs. However, completing a task is not sufficient for safety. A wrong action can cause severe consequences. Existing agent benchmarks largely emphasize task completion, leaving open how agents behave under benign but underspecified instructions. We present UnderSpecBench, a benchmark for measuring action-boundary violations in coding agents (i.e., Claude Code, Codex, and OpenCode) on DevOps tasks. UnderSpecBench includes 69 task families grounded in documented incidents, CVEs, or tool behavior and organized across four DevOps capability domains and nine operational control surfaces. To isolate underspecification from task difficulty, each task keeps the same environment and ground-truth safe action while varying the instruction along three axes: intent clarity, target certainty, and blast radius. The resulting 2,208 prompt variants are evaluated with deterministic, side-effect-based oracles that separate Safe Success, Wrong Target, and OverScope outcomes; non-action runs are further classified as clarification, refusal, or deferment. Across five agent x model configurations using OpenCode, Claude Code, and Codex, the evaluation results show that underspecification does not mainly make agents fail; it makes them guess. 55.8-67.8% of runs violate at least one boundary. Target underspecification sharply degrades action quality, while blast-radius cues barely reduce action propensity. These findings show that completion-centric evaluation can overstate safe autonomy and motivate mitigations at the model, harness, and system layer.

  • 7 authors
·
Jul 1