We're looking for a Head of Strategic Alliances to build and own the external relationships that shape where Lemonade goes next.
Reporting directly into C-suite you'll work across the business — product, growth, insurance, claims, legal with a global lens identifying opportunities that matter to propel Lemonade forward. Some of that will look like distribution, products, technology, or category entry. The mix will shift, and we're looking for someone who's comfortable with that.
We believe two things matter for every leadership role at Lemonade: leadership that sets the bar for excellence, builds high performing teams, and holds them accountable, and strategy that thinks several years ahead and turns ambitious plans into reality. 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'llOwn a portfolio of senior external relationships across insurance, technology, and financial services
Identify and prioritize opportunities that open new channels, markets, or capabilities — and make the case for the ones worth pursuing
Lead deals end to end: sourcing, structuring, negotiating, and handing off to the teams who operate them
Build the internal alignment a deal needs to actually happen, across multiple functions and geographies
Represent Lemonade externally with credibility at the executive level
Bring structure to an area that doesn't have much of it yet, including how we evaluate, track, and prioritize opportunities
Work directly with the executive team on questions that don't have obvious owners
12+ years in a senior commercial, corporate development, or deal-facing role with other businesses — ideally in fast-moving organization
2-3+ years of experience managing and mentoring high-performing, efficient teams, with a proven ability to foster a strong team culture and high morale
MBA or Advanced Degree, a plus
A track record of sourcing and closing complex, multi-stakeholder agreements with real business outcomes
Comfort operating without a playbook, and the judgment to build one as you go
Fluency with insurance, fintech, or adjacent regulated industries
Genuine executive presence
Strong commercial and analytical instincts, and the ability to say no to the wrong opportunity
Ability to work in our Soho office 3 days per week
Enthusiasm about learning and adapting to the exciting world of AI – a commitment to exploring this field is a fundamental part of our culture
*Please note that we are unable to sponsor applicants for work visas
Unfortunately, we cannot consider applicants from these states; Colorado, California, Montana, Hawaii, New Mexico and Puerto Rico.
Lemonade's US base salary range for this full-time position is $275,000 - $325,000 plus generous 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. Speak to your recruiter to hear more about the specific salary range for your preferred location.
Skills Required
- 12+ years of experience in a senior commercial, corporate development, or deal-facing role with other businesses
- 2–3+ years managing and mentoring high-performing, efficient teams
- Proven ability to foster strong team culture and high morale
- Track record of sourcing and closing complex, multi-stakeholder agreements with measurable business outcomes
- Ability to operate without an established playbook and build processes independently
- Fluency with insurance, fintech, or adjacent regulated industries
- Executive presence
- Strong commercial and analytical judgment
- Ability to work in the Soho office three days per week
- Enthusiasm for learning and adapting to artificial intelligence
- MBA or advanced degree
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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