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 hiring a Senior Software Engineer to join our Member Experience engineering team — the team that builds the products our members use every day to find care, understand their benefits, submit claims, and manage their health plans.

This is a high-impact individual contributor role where you'll own the full product experience, from the APIs that power our platform to the interfaces our members interact with. You'll work directly with product and design to ship features that make healthcare more accessible, and you'll use AI tools as a core part of how you build. If you move fast, care deeply about craft, and want your work to matter, this is the role for you.

**MUST BE BASED IN CALIFORNIA, OREGON OR WASHINGTON, This role is not eligible for sponsorship**

What You'll Do 

• Build and ship full-stack features end-to-end across our member-facing web applications
• Work primarily in TypeScript — it's our language of choice across the stack
• Ship confidently through our GitHub Actions CI/CD pipelines and deploy web applications on Vercel, owning your changes from pull request to production
• Design scalable systems and make deliberate architectural tradeoffs between performance, maintainability, and speed to ship
• Build AI-powered member experiences — integrating LLM APIs and working with agent harnesses and frameworks (e.g., Eve, Strands) where they add real value
• Write clean, well-tested, production-grade code with a high bar for quality
• Partner with product, design, and stakeholders across the business to translate requirements into great software
• Contribute to engineering standards through code reviews, technical discussion, and better defaults

What You'll Bring 

• 5+ years of professional software engineering experience with full-stack ownership of production systems
• Deep TypeScript expertise, with strong React and Next.js experience building modern, responsive web applications
• Comfort owning deployments end-to-end — experience with platforms like Vercel and CI/CD pipelines like GitHub Actions
• Habitual, fluent use of AI tools (Claude, Cursor, etc.) as part of your daily workflow
• Experience building with LLMs — API integrations, agentic workflows, or frameworks/harnesses such as Eve or Strands — or a strong drive to get there quickly
• Solid fundamentals in system design, testing, debugging, and code review
• Bachelor's degree in Computer Science or equivalent practical experience

Nice to haves:

• React Native experience for our mobile surfaces
• Familiarity with Java — we have some legacy Java services you may occasionally touch, but no Java expertise is needed for this role
• Experience with AWS

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.

In taking a market-based approach to compensation, base pay may vary depending on location. Additionally, base pay may vary considerably depending on job-related skills and experience. The current expected salary range for this position is: $140,000 - $185,000.