Sidecar Health - Senior Software Engineer

• Bachelor’s or Master’s degree in Computer Science, Information Systems, Business Administration, or a related field • 5+ years of professional software engineering experience, including meaningful ownership of production systems • Strong proficiency in Python and TypeScript (Next.js a plus) • Deep experience with LLM APIs (OpenAI, Anthropic, AWS Bedrock) and orchestration frameworks (LangChain, LangSmith, LlamaIndex) • Strong understanding of advanced prompt engineering techniques and LLM optimization strategies • Experience designing and deploying RAG systems, vector databases, and semantic search applications • Cloud infrastructure expertise (AWS preferred): Lambda, Step Functions, API Gateway, DynamoDB, S3 • Strong understanding of LLM behavior: tokenization, embeddings, context limits, evaluation, and hallucination mitigation • Demonstrated track record of shipping scalable, production-grade AI systems — not prototypes or demos • Experience with infrastructure as code (AWS CDK, SAM, Terraform) • Experience in healthcare, insurance, or regulated environments • Experience fine-tuning models or building custom model pipelines • Familiarity with observability tools (DataDog, CloudWatch, LangSmith) • Contributions to open-source AI projects or published technical work • 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.