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’llDraft, 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
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.
Skills Required
- 4+ years of experience in corporate and commercial law, including complex contract negotiation
- Experience negotiating enterprise SaaS, licensing, and professional services agreements
- Bachelor’s degree and JD from an accredited law school
- Bar admission in good standing; New York admission preferred
- Hands-on experience with AI tools, including AI-assisted drafting, redlining, and issue spotting
- Working knowledge of the California Consumer Privacy Act and General Data Protection Regulation
- Ability to translate legal risk into business terms for non-legal stakeholders
- Ability to manage multiple concurrent negotiations independently
- Availability to work in the Soho office three days per week
- In-house experience at global technology companies
- Familiarity with intellectual property
Lemonade Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Lemonade and has not been reviewed or approved by Lemonade.
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Healthcare Strength — Cigna-administered medical plans provide multiple options (EPO/OAP/OAPIN/HDHP) alongside dental, vision, prescription coverage, disability, and life/AD&D. 2026 plan materials and state notices indicate broad essential health benefits with mainstream networks.
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Retirement Support — A tiered 401(k) match structure is documented, offering meaningful employer contributions when employees save. This complements equity grants/RSUs that are commonly included in total rewards.
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Leave & Time Off Breadth — Employee-reported baselines around defined PTO and company holidays, plus flexible sick time, position time off as a strength. Parental leave is frequently described as generous for the U.S. context, though candidates should confirm current specifics.
Lemonade Insights
What We Do
Our mission is simple: Create the world’s most loved insurance through technology and social impact. As a certified Public Benefit Corporation and B-Corp, Lemonade is constantly challenging how the insurance industry does business. We’re creating an experience that is fast, affordable, and hassle-free across renters, homeowners, pet, life and car insurance. And through our annual Giveback program, in which leftover premiums are donated to charities our customers choose, we’ve donated nearly $5 million to a variety of organizations in need.
Why Work With Us
We’ve set out to make insurance loveable, fast, simple, and socially impactful - words that aren’t often associated with this industry. We’re a Certified B-corp, the only US insurance company to never invest in polluting industries, and our annual Giveback program has donated nearly $5 million globally to nonprofits in need.
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