LLM agents increasingly divide enterprise work across roles with different goals, authority, access, and information. Because each agent often sees only a local snapshot of the enterprise workflow, locally reasonable actions can still violate organization-wide constraints (e.g., several service agents can each issue credit that is individually permitted while collectively exceeding a shared compensation cap). We introduce EAIR, the first framework for analyzing enterprise multi-agent interaction risks. We make four contributions. (1) We formalize enterprise interaction risk in terms of the organizational properties that workflow operations must preserve, and operationalize this formulation as a taxonomy of testable risks with explicit failure criteria and evidence requirements. (2) We build EAIR-Worlds, a suite of executable micro-worlds that instantiates selected risks as controlled, observable workflows with explicit roles, policies, permissions, source facts, and execution traces. (3) We develop a novel diagnosis-and-repair pipeline that uses the resulting execution traces to locate contributing interaction boundaries, guide targeted workflow repairs, and retest the repaired system. (4) Large-scale experiments show recurring interaction failures across the organizational properties studied. Together, EAIR is the first operational framework for diagnosing and mitigating enterprise multi-agent interaction failures.

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