Commercial Counsel

We're looking for a Commercial Counsel to help Lemonade close strong deals quickly and safely. You'll join our Legal Team in New York City and work directly with Procurement, Vendor Management, and Growth. You will be the lead negotiator on key commercial agreements and help build systems for managing contracts at scale with AI. Your guidance will shape the agreements that power how we build and grow.

We believe three things matter for every role at Lemonade: drive to push through challenges, efficiency that keeps standards high while moving fast, and adaptability that lets you pivot with data and AI insights. These aren't buzzwords, they're how we actually work.

Our AI-first approach isn't just a tagline either. We're building the future of insurance with AI at the center, and we need people who are genuinely excited to learn and grow alongside these tools.

IN THIS ROLE YOU’LL

• Draft, review, and negotiate commercial agreements, from SaaS and technology licensing to purchasing, marketing, partnership, and professional services deals
• Work on strategic transactions, potential acquisitions and partnership agreements
• Partner with internal teams at every stage, turning legal insight into clear, practical guidance
• Spot and reduce legal risk before deals close, including data privacy and protection issues
• Build and maintain playbooks and templates to move fast
• Help oversee our contract management system and improve how contracts move from request to signature
• Build LegalTech AI tools and automations with our IT partners
• Support special projects, legal research, and ad hoc needs across the Legal Team

WHAT YOU’LL NEED

• 4+ years of experience in corporate and commercial law, including complex contracts, with experience negotiating enterprise SaaS, licensing, and professional services agreements
• A bachelor's degree and a JD from an accredited law school, plus bar admission in good standing (New York preferred)
• In-house experience at global tech companies is a plus
• Hands-on experience with AI tools, including AI-assisted drafting, redlining, and issue spotting
• Working knowledge of privacy frameworks such as the California Consumer Privacy Act and the General Data Protection Regulation, and familiarity with intellectual property is a plus
• Skill at translating legal risk into business terms for non-legal stakeholders, and the ability to manage many concurrent negotiations independently
• Ready to work in our Soho office 3 days per week

*Please note that we are unable to sponsor applicants for work visas.

Lemonade's US base salary range for this full-time position is $200,000 - $225,000 plus equity + benefits. Our salary ranges are determined by role, level, and location. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Our competitive total rewards package includes comprehensive health & wellness coverage, equity, a 401(k) plan with employer match, 20 paid vacation days, and parental leave. Speak to your recruiter to hear more about the specific salary range for your preferred location and our total rewards package.