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Sidecar Health

Senior Software Engineer

Reposted Yesterday
Remote
Hiring Remotely in USA
Senior level
Remote
Hiring Remotely in USA
Senior level
Design, build, and operate production-grade LLM systems and multi-agent AI workflows. Own prompt architecture, RAG pipelines, cloud-native AI infrastructure, monitoring, and reliability to deliver scalable member-facing and operational solutions.
The summary above was generated by AI

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

This is a high-impact individual contributor role where you'll work directly on the product and alongside stakeholders across the company. We move fast, we build things that matter, and we use Claude every single day to do it better. If you're scrappy, hungry to grow, and want to see your work make a real difference in how people access healthcare, this is the place.
**MUST BE BASED IN CALIFORNIA**

What You'll Do 

  • Build and ship full-stack features with full ownership from design through deployment
  • Integrate AI tools and LLM APIs into product workflows 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 get things done
  • Help raise the engineering bar through code reviews, technical discussion, and better defaults

What You'll Bring 

  • 5+ years of professional software engineering experience with ownership of production systems
  • Strong proficiency in Python and TypeScript
  • Habitual, fluent use of AI tools (Claude, ChatGPT, Cursor, etc.) as part of your daily workflow
  • Solid fundamentals: system design, testing, debugging, and code review
  • Comfortable owning cloud deployments, preferably on AWS
  • Bachelor's or Master's degree in Computer Science, Information Systems, or a related field
  • Experience in healthcare, insurance, or other regulated environments is a plus

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.

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