AI-Native Insurance for Agentic AI: Pricing, Underwriting, and End-to-End Automation

Agentic artificial intelligence (AI) systems are transforming the risk landscape by extending beyond information generation to autonomous planning, tool invocation, decision execution, and persistent modification of digital and physical environments. These capabilities introduce novel exposures that do not fit neatly within traditional insurance categories such as cyber, professional liability, product liability, or directors and officers coverage. This paper examines the emerging insurance market for agentic AI and develops a framework for understanding its underwriting, pricing, reinsurance, and product-design implications. We characterize agentic AI as a continuum of autonomy and delegated authority, emphasizing the distinction between informational outputs and systems capable of independently generating insured events through external actions. We analyze major risk pathways, including hallucinations, prompt-injection attacks, autonomous decision errors, model drift, dependency failures, and cyber-physical harms, and evaluate how existing insurance products are adapting to address these exposures. The paper further proposes an actuarial framework based on exposure assessment, scenario analysis, dependency mapping, and accumulation-risk management, drawing parallels to the evolution of cyber insurance. Finally, we present a coordinated insurance architecture that integrates cyber, technology errors and omissions, product liability, performance-warranty, and affirmative AI-liability coverages through explicit allocation mechanisms and dedicated AI aggregates. The analysis suggests that the future of agentic-AI insurance lies not in a single monoline product but in a layered ecosystem of complementary coverages supported by improved governance, transparency, telemetry, and regulatory clarity.

AI agents can now take irreversible actions in operational systems, but agent-caused losses are still not clearly assigned, priced, or transferred. Providers often disclaim consequential damages, users are left with uncompensated losses, and default human review limits the efficiency gains of automation. We ask when autonomous AI deployment can become economically acceptable despite failure risk. Our answer is to quantify risk at the customer-task-trace episode level and transfer it through insurance. Automation is acceptable when its expected benefit exceeds the premium, control cost, and remaining risk. This requires a defined role with bounded permissions and comparable traces. We introduce trace-economic underwriting, which maps tool-use traces to customer exposure and claimable loss, then uses this representation for pricing, control, and risk transfer. It uses deterministic economic labels rather than an LLM judge. In our trace-to-loss testbed, trace-economic pricing reduces pricing MAE from $17.7K to$569 and removes regressive cross-subsidy. A 300-trace expert audit accepts 295 labels unchanged. On 1,000 real SWE-smith traces, trace-conditioned controls reduce CVaR95 by 72%. Theorem~1 gives a finite-sample scope condition. We release code, labels, and audit sheets.

We propose a foundational runtime actuarial layer for autonomous AI agents in which every side-effect-bearing action carries a time-consistent, counterfactual risk toll computed against a contractually fixed safe default, inside an explicit underwriting boundary. The framework treats per-action insurance as the primary unit of analysis and replaces post-hoc annual liability cover with a pre-action transaction layer. The paper establishes four structural results: (i) a well-defined counterfactual toll under a chosen safe-default mapping and continuation policy, with explicit non-uniqueness; (ii) a no-splitting property within an underwriting boundary that telescopes path-decomposed actions into a boundary potential, with a corollary tying gaming-resistance to boundary design; (iii) an irreversible-authority premium, split into a strictly positive action-level component and an if-and-only-if characterisation of the set-level robust capital increase; and (iv) a conservative runtime gating theorem that translates high-probability toll envelopes into an executed-action budget guarantee. The result is the mathematical base layer for a broader program: an empirical companion instantiates the runtime through an Actuarial Action Interface and authority-frontier experiments; a mechanism-design companion studies strategic operator incentives and cross-boundary aggregation; and a dynamic-underwriting companion studies experience rating and audit-replay calibration. The present paper states the primitive contract, the toll identity, the within-boundary no-arbitrage result, and the budget guarantee on which those later layers depend.