Jobs at Lemonade

Own Lemonade’s customer communication system, product voice, UX copy, support macros, and AI-generated messaging. Establish communication standards, guidelines, and scalable workflows across product surfaces and customer-facing channels. Improve quality through training, evaluation, feedback, and data analysis while partnering with Product, Engineering, Support, and CX. Ensure clear, trustworthy, consistent communication across human and automated experiences.

Support UK insurance pricing through price modeling, implementation, strategy, monitoring, and development of new products. The role balances pricing accuracy, profitability, and price-comparison competitiveness while collaborating with data scientists, product, and underwriting teams. It also involves developing pricing capabilities using actuarial methods, predictive modeling, machine learning, and AI, while continuing actuarial education and monitoring regulatory changes.

Lead Lemonade’s zero-to-one European market expansion, owning customer segmentation, personas, packaging, pricing, value propositions, and localized experiences. Set product vision, build scalable foundations, use data, AI, and automation to improve decisions and efficiency, and align cross-functional teams through launch. The role requires strong product judgment, customer experience focus, stakeholder influence, and the ability to lead high-stakes global expansion initiatives.

Own full-cycle recruiting for mid- to senior-level roles across global teams. Source candidates, advise hiring managers, develop talent maps, use recruiting analytics and KPIs, improve hiring processes, support interview design, and promote employer branding through social media, career events, and meetups.

Lead end-to-end European market entry strategy: define personas, segmentation, packaging, pricing, and value propositions. Design and ship scalable, customer-focused product experiences with AI-driven automation and data-informed decisions. Build high-quality foundational versions, align cross-functional teams, and drive rapid ideation-to-launch cycles while operating in a founder-mode, high-agency manner.

Own reserving processes, Solvency II calculations, and regulatory financial reporting for Lemonade’s European insurance operations. Develop AI-driven actuarial workflows, analyze data for business insights, and communicate complex findings to management and stakeholders. The role also supports regulatory compliance, professional standards, and European expansion while collaborating across teams in an office-based environment.

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.

Leads global talent acquisition strategy and recruiting teams, manages challenging searches, develops skills-based assessment methods, forecasts talent needs, and builds AI-powered recruiting systems. The role requires strategic leadership, operational excellence, analytical thinking, relationship management, and collaboration with candidates, hiring managers, executives, and stakeholders. This global position is office-based most days and may be located in Tel Aviv or New York City.

Own quality strategy for the Billing Platform, build scalable automated testing across web, API, and end-to-end workflows, and develop tools that improve engineering quality and autonomy. Partner with developers, Product, and Design to identify risks, use AI agents and prompt engineering to enhance testing, translate quality data into recommendations, and promote quality engineering practices across the organization.

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.

Lead complex product design initiatives from problem definition through delivery, influence decisions across Product, Engineering, Data, and leadership, mentor designers, shape AI-powered experiences, guide design-system strategy, and improve design processes, tooling, and quality standards. The role requires strong strategic thinking, communication, stakeholder alignment, and hands-on use of AI in design or product development.

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.

Own end-to-end product design across web, mobile, internal systems, design systems, and AI-powered experiences. Translate complex problems into intuitive products, collaborate with Product, Engineering, Data, and QA, and use AI throughout the design process. The role requires strong product thinking, UX and visual design craft, prototyping, communication, and independent project ownership. Designers are expected to contribute to design quality and explore innovative AI-enabled workflows.

Lead the Dutch claims team, overseeing daily operations, coaching and developing claims advocates, ensuring efficient and high-quality customer outcomes, monitoring KPIs, and sharing industry and company insights with stakeholders. Serve as the primary contact for Dutch claims inquiries while supporting continuous improvement in a fast-paced, AI-focused startup environment.

Leads Business Applications strategy and team development while translating business challenges into AI, automation, integration, and software solutions. Owns initiatives from discovery through implementation, adoption, and measurable outcomes. Establishes a forward-deployed business applications model, guides platform and data architecture decisions, partners with senior stakeholders, and drives business process redesign using AI agents and modern software capabilities.

Manage and scale global search and YouTube acquisition campaigns, using data analysis, experimentation, AI tools, and budget optimization to drive performance. Own measurement, reporting, and channel strategy while identifying growth opportunities across emerging platforms. Partner cross-functionally with Product, Creative, and Analytics, combining strategic planning with hands-on execution in a fast-paced office environment.

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.