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 understating 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 Senior Director of Engineering to help scale how we build and own the core of Lemonade's business. This role sits at the center of our R&D organization, partnering closely with senior product and tech leadership to raise the bar on engineering culture, team structure, and platform ambition.

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'll:

• Lead multiple engineering domains, owning the structure, standards, and performance of teams that build Lemonade's core product
• Drive strategic initiatives that increase engineering leverage, so we can do more with smaller, sharper teams
• Partner with senior product and tech leaders to shape how we build, not just what we build
• Architect next-generation platforms that support our evolving product vision and scale with the business
• Attract, develop, and retain high-performing engineers, holding a high bar at every stage of the hiring and growth process
• Turn complex business problems into technical solutions that are clean, scalable, and built to last
• Embed AI into how we develop and ship, using it to accelerate delivery and raise the quality ceiling

What you'll need:

• Experience scaling high-performing engineering organizations through fast-growth phases, with a track record of raising the bar on delivery and quality
• A leadership style that sets high standards, leads by example, and creates accountability without losing the team
• Comfort operating in a product-led environment, where engineering and product move together
• Strong communication skills, with the ability to give direct feedback, recognize great work, and build trust across levels
• A genuine belief in meritocracy, where hiring and growth decisions are driven by skill, performance, and motivation
• A bachelor's degree in Computer Science, Software Engineering, or a related technical field
• Ready to work in an office environment most days of the week

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.