Sidecar Health

Call Center Representative

• Own the end-to-end new hire onboarding experience for assigned operations teams — program design, content creation, classroom delivery, nesting coordination, job shadowing, and floor readiness evaluation
• Design and facilitate ongoing refresher, upskilling, and process change training as business needs evolve
• Build and maintain all training materials for assigned teams — e-learning modules, facilitator guides, presentations, knowledge checks, role-play scenarios, and assessments
• Own operations-specific knowledge content within the knowledge management system, ensuring accuracy and alignment with current policies, workflows, and product changes
• Assess the training and knowledge impact of operational and product changes as they come through, and proactively develop or update materials to support those changes
• Manage all program logistics independently: LMS administration, scheduling, roster management, Zoom coordination, and SME preparation and briefing
• Coordinate SME and supervisor involvement in training programs — providing clear direction and session context so their contributions are set up for impact
• Evaluate training effectiveness through assessment data, QA results, nesting observations, and supervisor feedback — and act on gaps proactively
• Develop and maintain coverage plans and program documentation so training continuity is never dependent on a single person's availability
• Collaborate with the broader Enablement team on knowledge management, L&D initiatives, and operational content projects
• Use AI-assisted tools to develop content efficiently, with full accountability for review and quality of all outputs.

Operations Training Specialist, Contact Center

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

Full-stack Engineer

• Build and ship full-stack features end-to-end, from backend APIs to polished member-facing UI
• Design scalable systems and make deliberate architectural tradeoffs between performance, maintainability, and speed to ship
• Integrate AI tools and LLM APIs into product workflows where they add real value
• Write clean, well-tested, production-grade code with a high bar for quality
• Partner with product, design, and stakeholders across the business to translate requirements into great software
• Contribute to engineering standards through code reviews, technical discussion, and better defaults

Senior Software Engineer, Full Stack

• Design and own high-throughput, distributed data pipelines and platform infrastructure from concept through production
• Decompose large, ambiguous initiatives into structured, executable plans that the team can move on in parallel
• Write production-grade Python — strongly typed, well-structured, and built to last — not scripts or notebooks
• Optimize SQL at scale: query tuning, data modeling, and understanding execution plans
• Architect across boundaries — defining contracts between frontend, backend services, and infrastructure
• Be a technical resource and mentor for junior engineers, and partner directly with leadership on roadmap and technical decisions
• Instrument systems for observability — knowing what to monitor, not just how to read a dashboard

Senior Software Engineer, Data

Backend Engineer

• Design, build, and own scalable backend services and APIs that handle complex healthcare data and workflows
• Optimize database queries and data models to ensure system performance and reliability at scale
• Evaluate and articulate technical tradeoffs across system design, performance, and maintainability
• Integrate AI tools and agentic coding patterns into backend workflows where they add real value
• Write clean, well-tested, production-grade code with a high bar for quality
• Partner with product, data, and cross-functional stakeholders to translate requirements into robust technical solutions
• Contribute to engineering standards through code reviews, technical discussion, and better defaults

Senior Software Engineer, Backend

Sales Development Rep

• Prospect into target accounts through outbound calls, emails, LinkedIn outreach, and multi-touch sequences
• Hit daily and weekly activity expectations with consistency and urgency
• Conduct light discovery to qualify interest, fit, and buying readiness
• Book high-quality meetings that convert into real opportunities for our sales team
• Maintain clean data in Salesforce and follow the SDR playbook for messaging and sequencing
• Collaborate with Regional Sales Managers and the SDR Manager to refine outreach, improve conversion rates, and share learnings
• Bring energy and ownership — participate in call coaching, team huddles, and skill-building sessions
• Represent Sidecar Health with credibility, clarity, and a member-first mindset
• Deliver results: consistent meeting attainment, strong conversion quality, clean operational execution, and week-over-week improvement

Sales Development Representative

Account Manager

• Lead and develop the Account Management team, setting vision, goals, and a high-performance culture
• Own retention and growth targets across employer groups
• Build and refine scalable processes, tools, and systems that enable the team to serve a growing and more complex book of business
• Serve as a senior client-facing leader with brokers and HR decision-makers, modeling strong relationship management
• Partner cross-functionally to drive automation and self-service capabilities that improve efficiency and client experience
• Track and report on key performance metrics to senior leadership
• Support new market expansion and account transitions as the company scale

Director of Account Management

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