Top Tech Jobs & Startup Jobs in Chicago, IL

Lead Pie's Field Underwriting organization owning P&L, portfolio loss outcomes, and the blended onshore/offshore + AI-enabled underwriting operating model. Build and develop teams, set underwriting strategy and standards, partner with Corporate Underwriting, Data Science, reinsurers, and agency partners, and drive adoption of automation while representing the function at the executive level.

The Senior Manager, Underwriting leads the New Business Underwriting team, ensuring performance, service delivery, and development of underwriters while driving process improvements and managing team dynamics.

Lead and scale Pie's claims adjudication function for workers' compensation across jurisdictions. Own strategy execution, team structure, KPIs, budgets, large-loss settlements, regulatory compliance, and claims technology adoption. Partner with Claims, Underwriting, Actuarial, Product, Finance, Legal and external stakeholders to drive improved claims outcomes, loss ratios, and customer experience while building senior talent and governance for adjudication operations.

Lead corporate actuarial functions for workers' compensation and other P&C lines, managing a team to perform reserving, pricing, ratemaking, predictive modeling, reinsurance optimization, and analytics. Partner cross-functionally, produce financial forecasts and board-level reporting, build reproducible models and data pipelines, and mentor staff while shaping actuarial processes and enterprise risk management.

Manage workers' compensation claims end-to-end for California: investigate, determine compensability, set reserves, administer benefits, control litigation, negotiate settlements, and provide claims guidance to agents and insureds while ensuring regulatory compliance and excellent customer service.