Jobs at Lemonade

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.

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.

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.

Leads Lemonade’s strategic alliances by managing senior external relationships, identifying and prioritizing new channels and markets, sourcing and negotiating complex deals, aligning cross-functional teams, and advising executives on ambiguous strategic opportunities. Builds the alliances operating framework, represents the company externally, and develops high-performing teams while advancing AI-enabled insurance initiatives.

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.

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.

Own the local employee lifecycle in Tel Aviv, including onboarding, offboarding, employee support, HRIS administration, benefits, office operations, and vendor coordination. Maintain accurate Workday records, create self-service documentation, and automate repetitive People Ops workflows using AI and other tools. Support global People initiatives, collaborate with international counterparts, and handle sensitive employee matters with empathy and sound judgment.

Manage Lemonade’s global treasury operations, including banking relationships, cash positioning, forecasting, investments, foreign exchange exposure, hedging recommendations, intercompany arrangements, treasury controls, and audit support. Partner with Finance and Accounting on treasury initiatives while ensuring liquidity and regulatory needs support the company’s global growth.

Lead global brand strategy, creative standards, and flagship campaigns end-to-end. Build and mentor the brand and creative team, oversee campaign production and operations, run brand health measurement, and drive market entry and localized brand growth in Europe (UK, France, Netherlands). Partner with founders and execs to define brand narrative and ensure consistent, high-quality creative across channels.

Leads IT in Tel Aviv, manages IT Solutionists, and builds autonomous employee experiences through AI-powered automations, agents, workflows, and internal tools. Partners with Product, Engineering, Operations, and Security to identify and deliver high-impact opportunities, while owning workplace technology, networks, vendors, budgets, governance, and technical support. Requires strong system design, AI, integration, prototyping, team leadership, communication, and ambiguity-management skills.

Own and scale a core growth domain within the Car product: define strategy and roadmap, ship and optimize features, and partner with engineers, data scientists, actuaries, designers, marketers, and analytics to drive acquisition, activation, engagement, monetization, and AI-native experiences for autonomous-car insurance.

Design, build, and scale a cloud-native ML platform and AI agents. Own end-to-end ML lifecycle (training, testing, deployment, monitoring), architect Kubernetes microservices with infrastructure-as-code, ensure production reliability and performance, and collaborate with engineering, data science, and product teams to align ML projects with business goals.

Lead product positioning, messaging, and go-to-market narratives for new products and major features. Drive qualitative and quantitative customer research, shape launch strategy and copy across landing pages and email funnels, measure and iterate to improve conversion and adoption, and partner cross-functionally to embed messaging early in product development.

Build and operate production LLM agent systems for customer service, including real-time voice agents, knowledge base design, evaluation experiments, cost tracking, guardrails, and scalable TypeScript/Node backend services on Kubernetes/AWS.