Not your everyday company

Lemonade completely reinvented how insurance works. As a customer-centric tech company, we created an insurance experience that is smart, instant, and delightful.

At Lemonade, you'll be working with a group of like-minded makers, who get a kick out of moving fast and delivering great products. We surround ourselves with some of the smartest, most motivated, creative people who are filled with positive energy and good karma.

Unlike most publicly traded companies, we're nimble and efficient. We take pride in the fact that we still think and operate like a startup. We don't care much about titles and hierarchy and instead focus on innovation, bold moves, and challenging the status quo.

We're built as a lean, data-driven organization that relies on a common understanding of objectives and goals to provide teams with autonomy and ownership. We don't like spending our days in meetings and we skip committees altogether. At Lemonade, there's no such thing as going over someone's head. We have zero tolerance for bureaucracy, office politics, and lean-back personalities.

As a Public Benefit Corporation and a certified B-Corp, we deliver environmental and social impact using our products and tech. Through our Giveback program, we partner with organizations such as the ACLU, New Story, The Humane Society, Malala Fund, American Red Cross, 360.org, charity: water, and dozens of others, and have donated millions towards reforestation, education, animal rights, LGBTQ+ causes, access to water, and more.

Awarded 'best workplace'

Best Workplace and Best-Led Company by Inc. Magazine

"World Changing" by Fast Company

Recognized as a World Changing Idea by Fast Company Magazine

Ranked #1 Home insurance in America

Won best renters and homeowners insurance in America by US News, and others

Best Pet Insurance in America

Rated "Best Overall Pet Insurance" by Better Homes & Gardens

Rated 4.9 on the App Store

Among the highest rated apps of all time

What you're applying for

We're looking for a User communication Product leader to own and evolve how Lemonade communicates with customers - across every product surface, channel, and AI-powered experience we ship.

This isn't a traditional writing role. Lemonade puts the written word at the core of everything, and you get to lead it. You'll own our internal system that enables humans and AI to explain complex insurance moments simply, consistently, and at scale. You'll set the bar for what "Lemonade-y" means in practice, and work through the most advanced and nuanced communication challenges we face.

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:

• Own product voice and communication quality through our internal system, setting the bar for clear, concise copy that reduces friction and turns confusing moments into intuitive ones - getting to the mind and heart of our users to drive real outcomes
• Define how we use and scale UX copy, support macros, and AI-generated product communication across human and automated channels
• Continuously improve output quality through training, evaluation, and feedback loops, and monitor copy quality across all product surfaces
• Maintain and evolve communication guidelines in collaboration with stakeholders, positioning automation and scalable systems that enable teams to produce Lemonade-quality communication efficiently
• Act as the subject-matter expert on what makes communication "Lemonade-y," ensuring alignment between human and automated experiences so customers receive a consistent voice regardless of channel
• Define and promote best practices for integrating AI into customer-facing experiences while maintaining clarity, trust, and brand consistency
• Bridge Product and customer-facing teams to ensure consistent, clear explanations across support macros, partner comms, inside sales, and agents
• Partner with Support to identify recurring confusion points and address them at the source through copy, flows, automation, and education

What you'll need:

• 7+ years of experience in UX writing, content design, content strategy, or a related role within a product-led company
• A portfolio that demonstrates your ability to turn complex, confusing moments into clear, intuitive experiences
• Deep understanding of microcopy best practices across flows, modals, error states, and onboarding
• Experience working with AI writing tools and a genuine curiosity for how automation shapes customer communication
• Strong cross-functional collaboration skills - you're comfortable working with Product, Engineering, Support, and CX teams simultaneously
• An eye for consistency and the ability to build systems, guidelines, and workflows that scale across teams
• Data-driven mindset with comfort tracking copy quality, support ticket trends, and adoption metrics
• Excellent written English with full professional fluency
• Ability to work in an office environment most days of the 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

Things to know...

Lemonade is an equal opportunity employer committed to diversity and inclusivity. We never discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status. If you require reasonable accommodations due to religious beliefs, pregnancy, or disabilities, let us know at any time.