Automation Engineer, Billing Platform

lemonade

Responsibilities

Own quality strategy for the Billing Platform — setting the vision while empowering developers to lead day-to-day quality in their code
Build and evolve automated testing solutions across Web, API, and end-to-end user flows
Design tools, frameworks, and infrastructure that make quality faster, more scalable, and more autonomous
Use AI agents and prompt engineering to improve test creation, coverage analysis, and other parts of the quality lifecycle
Partner with developers, Product, and Design to surface risks early and influence technical decisions before they become costly ones
Translate quality data and delivery signals into clear recommendations on gaps, priorities, and readiness
Drive quality engineering best practices across the organization — not just within your own domain

4+ years of experience as a QA Engineer or Software Engineer in Test
Strong coding skills in at least one modern language — TypeScript, Python, or similar
Hands-on experience with Playwright, Cypress, or comparable modern automation frameworks
Experience designing end-to-end testing strategies across Web, API, and data layers
A builder mindset — you turn ideas into tools and frameworks, not just test cases
A red team instinct — you challenge assumptions, stress-test decisions, and find the edge cases others miss
Familiarity with AI tools, prompt engineering, or AI agents, and genuine curiosity about where they take software quality next
Excellent written and verbal communication skills in English
Ready to work in an office environment most days of the week

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.