Senior Software Development Engineer in Test

Design, build, and maintain scalable test automation frameworks across our member-facing applications (web and mobile), covering UI, API, and integration layers

Develop and own a comprehensive regression suite that provides confidence for every release across our multi-state health insurance platform

Embed with product engineering teams to shift quality left—writing testable acceptance criteria, designing test strategies during sprint planning, and catching defects early in the development cycle

Build and maintain CI/CD-integrated test pipelines that provide fast, reliable feedback on every pull request and deployment

Pioneer AI-powered quality engineering: explore and implement LLM-assisted test generation, intelligent test maintenance, and autonomous QA agents that can validate complex claims, benefits, and member workflows

Investigate and triage production issues, perform root cause analysis, and build targeted regression tests to prevent recurrence

Define quality metrics and reporting that give engineering leadership visibility into test coverage, defect trends, and release readiness

Champion a quality-first culture across the Member Experience engineering organization—mentoring and showcasing testability best practices to developers

Significant hands-on experience as an SDET, Test Automation Engineer, or Quality Engineer in a software product environment

Deep expertise building test automation frameworks from scratch (not just writing scripts in existing frameworks)—you've made architectural decisions about tooling, patterns, and infrastructure

Strong programming skills in Java, Python, TypeScript, or similar languages; you write production-quality code

Experience testing modern web applications built on frameworks like React/Next.js/React Native/Flutter and backend services on Spring Boot or similar JVM-based stacks

Proficiency with API and integration testing tools and practices (REST, GraphQL, contract testing)

Hands-on experience integrating automated tests into CI/CD pipelines (GitHub Actions, Jenkins, or similar)

Experience with cloud infrastructure (AWS preferred): understanding of how to test applications running on Lambda, Step Functions, API Gateway, DynamoDB, and related services

Strong debugging and root cause analysis skills—you can read application code, trace through distributed systems, and pinpoint where things break

Excellent communication skills and the ability to influence engineering teams on quality practices as a peer, not a gatekeeper

Bachelor's degree in Computer Science or equivalent practical experience

The Reality

This is a startup. We move fast. We prioritize impact over polish. We expect:

Bias for action — ship, learn, iterate

Ownership — you design it, build it, run it

Pragmatism — solve real problems, not theoretical ones

Resilience — ambiguity comes with the territory

Healthcare is complex and broken. The work matters.

What You'll Get

Competitive salary, bonus opportunity, and equity package

Comprehensive Medical, Dental, and Vision benefits

A 401k retirement plan

Paid vacation and company holidays

Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.