Top Tech Jobs & Startup Jobs in Chicago, IL

Lead end-to-end investigations of complex auto claims, including staged accidents, organized fraud networks, medical billing schemes, and digital fraud. Apply Florida PIP and bodily injury expertise, use intelligence platforms and link analysis, support EUOs and fraud bureau referrals, and collaborate with data science, product, claims, and legal teams to improve predictive fraud models and case strategies.

Leads end-to-end investigations of complex auto claims, including physical damage, bodily injury, and PIP/medical payment fraud. Identifies organized fraud networks, staged accidents, and billing schemes using intelligence platforms, link analysis, and pattern recognition. Applies Florida PIP and BI expertise, supports EUOs and fraud bureau referrals, and partners with data science and product teams to improve predictive fraud models. Investigates emerging digital fraud involving manipulated media and altered records.

Develop and launch car insurance product features, partnering with Actuarial, Underwriting, Operations, Engineering, and Data. Own regulatory product initiatives, define coverage and pricing requirements, analyze performance metrics, monitor competitors and market trends, and recommend actions for profitable growth.

Own the strategy and roadmap for Lemonade Car insurance, driving profitable growth, rating and coverage improvements, underwriting sophistication, and regulatory approval processes. Lead and develop a team of product managers and analysts, guide AI-first workflow adoption, align Insurance, Engineering, Data, and Product teams, and present strategic recommendations and performance metrics to executives.

Build and scale compliance processes for Lemonade’s P&C insurance products across Car, Home, Renters, and Pet lines. Develop policies, provide regulatory guidance to leadership, partner with Insurance Operations and Product, manage compliance projects, and improve processes through AI and automation while handling multiple priorities and deadlines.

Develop and own car rating plans and rate indications; collaborate with Data Science on predictive models; prepare rate filing support for ML models; monitor pricing and underwriting performance; analyze competitor rating strategies; partner with Underwriting, Product, Claims, and BI; and advance actuarial credentials while applying AI-driven insights.