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 Security Engineer to help secure Lemonade's applications, infrastructure, and the agentic systems we're building for the future of insurance.

You'll be part of a small, sharp security team that works horizontally across the entire organization - from AI and application security, to cloud and IT security, and beyond. This isn't a narrow, siloed role. You'll own meaningful domains, drive automation that lets the team scale, and help shape how security works at a company that's genuinely reimagining what insurance can be. The team has built an in-house AI security platform, and you'll build your agents on top of it.

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

• Build and maintain automation systems and AI agents that minimize manual security work and help the team scale
• Code internal security tools in TypeScript and/or Python that the team relies on and builds from
• Evaluate third-party security tools and vendors, and take ownership of the ones we adopt
• Identify new attack vectors and security gaps proactively - before they become problems
• Partner with product , cloud, and IT teams on security design as new features and infrastructure take shape
• Support security operations across the organization - from triaging alerts and incidents to reviewing code for vulnerabilities, as you grow into the role

What you'll need

• 5+ years in security engineering, with a strong application security or development foundation
• Hands-on coding ability - you'll write automation, tooling, and agents, primarily in TypeScript and/or Python (strong TypeScript or Python skills are required)
• Solid grasp of the software development lifecycle and how security integrates across all its layers
• Experience with cloud environments, AWS preferred - familiarity with AWS is a meaningful advantage
• Comfort working in ambiguous environments where priorities shift
• A proactive mindset - you spot gaps before they're reported, and you fill them
• Clear communication skills to translate security risks for non-security audiences
• 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.