Senior AI Engineer

Sidecar HealthRemote - USA+ Equity5d ago

Remote Senior NA Health Insurance Insurance Cloud Computing AI Engineer Senior Software Engineer Python Next.js TypeScript AWS Vector

Upload My Resume

Drop here or click to browse · PDF, DOCX, TXT

Apply in One Click

Requirements

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.

Responsibilities

Design, architect, and deploy AI-powered systems that directly impact member experience and operational efficiency
Build and optimize LLM-driven applications using advanced prompt engineering, RAG architectures, and agentic workflows
Design scalable AI pipelines using modern orchestration frameworks (LangChain, LangSmith, LlamaIndex, etc.)
Architect multi-agent systems capable of reasoning, planning, and executing complex multi-step tasks
Implement evaluation and monitoring frameworks to measure AI performance, detect hallucinations, and ensure reliability at scale
Own cloud-native AI infrastructure for performance, scalability, cost efficiency, and security
Partner with Product and Engineering leadership to identify and execute high-impact AI initiatives
Stay at the frontier of the AI ecosystem and translate emerging capabilities into production-ready systems
Establish internal standards, tooling, and best practices for AI development across the organization