Jobs at Lemonade

Lead drafting, review, and negotiation of commercial agreements, including SaaS, licensing, purchasing, marketing, partnership, and professional services contracts. Advise business teams on legal and privacy risks, support strategic transactions, maintain contract playbooks and templates, oversee contract management workflows, and build AI-enabled LegalTech automations. The role also includes legal research, special projects, and managing concurrent negotiations independently.

Provides senior legal counsel to a public, high-growth company on securities, capital markets, SEC and NYSE compliance, corporate governance, M&A, strategic transactions, commercial agreements, and Board matters. The role oversees disclosures, proxy statements, insider trading compliance, contracting processes, and regulatory developments while advising executives and directors. It also supports legal workflow improvements using AI-powered tools and requires regular presence in the NYC office.

Leads Lemonade’s multifamily partnerships channel by securing strategic relationships with property managers, REITs, asset owners, proptech platforms, and HOA firms. Defines go-to-market strategy, closes complex distribution deals, manages the national pipeline, represents the company with industry leaders, tracks channel KPIs, and develops the partnerships team. The role requires deep multifamily industry expertise, an established network, executive-level communication skills, and experience building revenue-generating channels.

Senior Accountant responsible for journal entries, accruals, monthly workbooks, month- and year-end close activities, balance sheet reconciliations, P&L analysis, invoice and expense review, cash transactions, and external audit support. The role also drives financial process automation and efficiency while ensuring compliance with US GAAP and financial reporting standards.

Direct global talent acquisition strategy and recruiting operations, lead a high-performing talent team, manage challenging executive searches, develop skills-based assessment approaches, forecast workforce needs, and implement AI-powered recruiting systems. Build relationships with candidates, hiring managers, executives, and stakeholders while driving recruiting excellence and business impact.

Lead development and production deployment of advanced ML/AI pricing models across Home, Renters, Car, and Pet lines. Own end-to-end projects, align stakeholders, mentor junior data scientists, set technical standards, and drive adoption of advanced data science practices within Insurance.

Own the development and growth of Lemonade’s car insurance products, including coverage, pricing, rating plans, policy language, and product roadmaps. Partner with Actuarial, Underwriting, Insurance Operations, and Product teams to launch regulatory-approved improvements. Research market trends and competitors, measure product impact, and develop recommendations. The role requires strong insurance product expertise, analytical and project management skills, cross-functional collaboration, and enthusiasm for AI-enabled tools.

Lead actuarial pricing for Lemonade’s car insurance products, including state rating plans, rate indications, predictive modeling, pricing strategy, and rate filing support. Partner with Data Science to integrate machine learning models, monitor pricing and underwriting results, assess competitors, and expand into new states. Manage and develop a team of actuaries while supporting scalable pricing tools and data-driven decision-making.

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.

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.