Jobs at Lemonade

Design and lead leadership development for managers in an AI-first, high-growth company. Own Manager Seminars, create practical learning assets across formats, use data and People Insights to identify gaps, measure impact, and iterate quickly. Foster peer learning, build toolkits and templates, and support managers in remote/hybrid AI-integrated environments.

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.

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.

Lead development and integration of predictive pricing models for home insurance, modernize state rating plans, support rate filings, monitor performance and recommend pricing actions, analyze competitor strategies, develop pricing for expansion, build internal pricing analytics software, and coach/mentor analysts.

Lead and manage external contract adjusters for desk and catastrophe property claims. Oversee day-to-day performance, staffing, capacity modeling, file audits, escalations, and metric tracking (turnaround, CSAT, quality). Partner with property leadership to align contractor workflows with internal processes and evolving AI tools.

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.