Sidecar Health

Sales

• Develop and execute a comprehensive enterprise sales strategy to drive new business growth
• Set and achieve ambitious revenue targets, with a focus on net-new client acquisition
• Identify and pursue opportunities within jumbo and national employer groups
• Build and scale a repeatable, high-performing sales process
• Build and maintain strong relationships with brokers, consultants, and enterprise employer clients
• Partner with clients to understand their unique needs and work with internal teams to tailor solutions accordingly
• Serve as a trusted advisor on health plan solutions and benefits strategy
• Stay informed about industry trends, competitor offerings, and regulatory changes
• Collaborate with product and marketing teams to refine offerings based on market feedback and client insights
• Partner with finance, operations, and member experience teams to ensure seamless client onboarding and ongoing support
• Provide input on pricing strategies, service enhancements, and value propositions

Head of Enterprise Sales

Customer Support

• Handle inbound calls and chat boxes from our members in regard to Sidecar Health’s products and services
• Provide excellent customer service in a timely and positive manner
• Build rapport and maintain positive relationships with existing members to understand their needs and ensure a memorable member experience
• Handle issues and complaints where appropriate
• Maintain policies and standard operation procedures

Customer Service Representative, Member Care – Part-Time

Claims Specialist

• Identify and enter basic procedure codes, diagnosis codes, and claims information as required
• Validate claim data for completeness and follow up on missing or unclear information
• Review claim documentation to ensure it aligns with Sidecar Health policies and processing rules
• Flag discrepancies or unusual information to senior processors or supervisors for further review
• Adhere to productivity, quality, efficiency, and attendance expectations
• Maintain accurate work records, notes, and documentation within claims systems
• Follow established workflows and escalate issues when needed
• Participate in training sessions to build knowledge, system proficiency, and claims processing skills
• Collaborate with peers in huddles, sharing questions, blockers, and process insights
• Provide feedback on claim processing instructions and help identify opportunities to simplify or improve workflows
• Uphold confidentiality and compliance requirements, including HIPAA
• Support special projects, seasonal workflows, or cross-functional initiatives as assigned
• Review internal audit results and take corrective steps to improve accuracy and prevent future errors

Claims Processor I

Customer Service Representative – Member Care

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

Head of Enterprise Sales

Customer Service Representative, Member Care – Part-Time

Claims Processor I

Customer Service Representative – Member Care

Senior AI Engineer