Sidecar Health
Health insurance that's finally fair.
Senior AI Engineer
AI EngineerMachine Learning EngineerFull TimeRemoteTeam 201-500Since 2018H1B SponsorCompany SiteLinkedIn
Location
California
Posted
30 days ago
Salary
Not specified
Bachelor Degree5 yrs expEnglishAWSCloudDynamo DBJava ScriptNext.jsPythonType Script
Job Description
• 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
Job 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
- Significant hands-on experience building and deploying AI/ML systems in production
- 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.
Benefits
- 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.
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