Sidecar Health

Health Insurance

SeniorSoftwareDevelopmentEngineerinTest

San Francisco, California, United States; New York, New York, United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“Senior Software Development Engineer in Test at Sidecar Health. Skills: Test automation frameworks, AI-powered quality engineering, CI/CD integration, API and integration testing. Design test automation frameworks. Build test automation frameworks”

What You'll Achieve.

Ensure we catch issues before members see them; Provide confidence for every release; Provide fast, reliable feedback on every pull request and deployment; Give engineering leadership visibility into test coverage, defect trends, and release readiness

Industry & Context.

Health Insurance
Problems you'll solve

Debugging and root cause analysis skills; Pinpoint where things break

Eligibility Requirements

Must be based in California

What They're Looking For.

Must Have

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, Programming skills in Java, Python, TypeScript, or similar, Experience testing modern web applications built on frameworks like React/Next.js/React Native/Flutter, Experience testing 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), Debugging and root cause analysis skills, Excellent communication skills, Ability to influence engineering teams on quality practices as a peer, not a gatekeeper, MUST BE BASED IN CALIFORNIA

Nice to Have

AI-assisted testing, LLM-assisted test generation, Intelligent test maintenance, Autonomous QA agents, Understanding of how to test applications running on Lambda, Step Functions, API Gateway, DynamoDB, and related services

What You'll Do.

Design test automation frameworks

Build test automation frameworks

Maintain test automation frameworks

Develop regression suite

Embed with product engineering teams

Write testable acceptance criteria

Design test strategies

Build CI/CD-integrated test pipelines

Pioneer AI-powered quality engineering

Explore AI-assisted test generation

Implement AI-assisted test generation

Explore intelligent test maintenance

Implement intelligent test maintenance

Build autonomous QA agents

Validate complex workflows

Investigate production issues

Triage production issues

Perform root cause analysis

Build targeted regression tests

Define quality metrics

Define quality reporting

Champion quality-first culture

Mentor developers on testability

Showcase testability best practices

How You'll Work.

Team & Collaboration

Embed directly with product engineering squads; Work closely with Director of Engineering; Influence engineering teams on quality practices as a peer

Communication Scope

Excellent communication skills; Ability to influence engineering teams

Full Job Description

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and accessible for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen. The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent. If you want to use your talents to transform healthcare in the United States, come join us! About the Role We're looking for a Senior SDET to join our Member Experience engineering team and own the quality engineering foundation for the products our members interact with every day—from finding care and understanding benefits to submitting claims and managing their health plans. This is a hands-on, high-impact individual contributor role. You won't be managing a team—you'll be the person who builds the automation frameworks, designs the regression suites, and ensures we catch issues before our members ever see them. You'll work closely with our Director of Engineering for Member Experience and embed directly with product engineering squads to shift quality left across the entire development lifecycle. We're also building toward an AI-powered approach to quality engineering. You'll help us explore and implement AI-assisted testing—from intelligent test generation and self-healing test suites to building QA agents that can autonomously validate complex member workflows. If you're excited about the intersection of test automation and AI, this is the role. **MUST BE BASED IN CALIFORNIA** What You'll Do 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

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