Top Tech Jobs & Startup Jobs in Chicago, IL

Lead pet insurance pricing and state rating plans; build and integrate ML rating models; design pricing strategy for expansion; support rate filings; partner with Data Science, Underwriting, and Finance; and manage and grow an actuarial analyst team.

Own and grow Lemonade's independent agency channel by developing expansion strategy, prospecting and onboarding partners, managing performance, leading product expansion, analyzing engagement via CRM and Looker, surfacing market insights, and collaborating with cross-functional teams to improve the agent experience.

Own end-to-end compliance issue management for Lemonade's personal lines insurance products: identify, track, prioritize, remediate, and report issues; analyze data for root causes and trends; build remediation plans; recommend risk-based priorities to leadership; engage regulators; and develop AI/automation tools and cross-functional reporting to improve compliance processes.

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.

Design and own capital and catastrophe modeling frameworks to evaluate policy- and portfolio-level risk and capital. Run and integrate catastrophe model outputs, build analytical tools and data structures, assess reinsurance impacts, and translate results into actionable recommendations for underwriting, finance, and portfolio strategy.