Sidecar Health

AI Engineer

• 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

Senior AI Engineer

Sales

• Own and scale Sidecar Health’s broker growth strategy in your region - equipping brokers and GAs with the knowledge, tools, and confidence to win
• Build deep, trusted relationships with brokers, GAs, and distribution partners, becoming a go-to expert in your market
• Identifying high-potential distribution partners to invest in and grow with over time
• Serve as the face of Sidecar Health locally, representing us at broker events, industry meetings, and community gatherings
• Identify, test and refine new go-to-market and growth strategies, sharing insights to shape national sales efforts
• Consistently meet or exceed sales goals while delivering an exceptional partner experience
• Bring competitive intelligence and market insights to inform product and strategy decisions

Regional Sales Manager, Large Group Plans

Sales Development Rep

• Drive measurable improvements in budget accuracy and resource allocation efficiency, optimizing capacity planning and delivering cost savings
• Lead cross-functional initiatives to streamline operations, ensuring alignment with financial goals and achieving measurable performance improvements across teams
• Partner with Account Management, Claims, Member Care, and Provider teams to support operational needs and drive process optimization
• Collaborate with department leaders to align headcount and budget priorities, identifying and addressing gaps in real time
• Develop and present strategic content for internal and external communications, influencing decision-making at all levels of the organization
• Oversee insurance reporting with Analytics and Insurance Ops, ensuring accuracy and timeliness in regulatory and business-critical data (e.g., SB9, GFI Experience)
• Serve as the business lead for key strategic projects, such as CRM platform rollouts, delivering improved workflow efficiency and case management capabilities
• Champion change management efforts to ensure seamless transitions and minimize disruptions across teams in a fast-paced environment
• Lead continuous improvement initiatives to enhance operational scalability and effectiveness, ensuring alignment with evolving business needs

Sales Development Representative

Regional Sales Manager, Georgia

Product Manager

• Design AI-powered systems and user experiences that help members find cost-effective, high-quality care across various healthcare types and locations
• Map and understand different member healthcare journeys, supporting them through customization and personalization
• Identify and leverage data relationships to provide seamless, relevant information to members
• Analyze user behavior and site usage data to optimize performance and prioritize projects
• Partner with cross-functional teams to scope projects, define iterative releases, and execute complex initiatives from ideation through launch
• Lead a cross-functional pod of engineers and product designers to deliver roadmap-aligned features
• Contribute to process improvements, documentation, and overall operational efficiency within the product team
• Ensure our systems stay up to date and compliant with evolving insurance regulations

Senior AI Engineer

Regional Sales Manager, Large Group Plans

Sales Development Representative

Regional Sales Manager, Georgia

Lead Product Manager