Sidecar Health - Senior Software Development Engineer in Test
Requirements
• 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 • 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.
Responsibilities
• 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
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