Senior Director of Client Success and Innovation

Summary

Join Sidecar Health as the Senior Director of Client Success and Innovation, ASO, leading strategic partnerships with complex, national employer groups. This highly visible role involves serving as the primary contact for major clients, ensuring exceptional service and long-term success. You will develop and execute strategic account plans, provide consultative guidance on plan performance, and act as a trusted advisor. The position requires identifying innovation opportunities and collaborating cross-functionally. You will monitor key performance metrics, lead renewal conversations, and contribute to shaping the future of the ASO segment. This senior-level role offers the chance to build and lead a team.

Requirements

• 10+ years of experience in client success, account management, or consulting within health insurance or healthcare services, with a focus on national or jumbo employer groups
• Proven success managing complex, self-funded clients in an ASO model
• Executive presence with outstanding client-facing communication and strategic advisory skills
• Ability to navigate ambiguity, influence cross-functionally, and execute in a fast-paced, high-growth environment
• Passion for innovation and reimagining the healthcare client experience
• Demonstrated ability to lead without authority, with the potential to build and mentor a team
• Strong understanding of healthcare cost containment strategies, network models, and member engagement tactics
• Bachelor’s degree required

Responsibilities

• Serve as the executive relationship lead for national and strategic employer clients, driving long-term partnership success and delivering best-in-class client experiences
• Develop and execute strategic account plans focused on engagement, innovation, and measurable value creation
• Provide consultative guidance on plan performance, benefits strategy, and optimization opportunities for self-funded health plans
• Act as a trusted advisor to clients and brokers, clearly articulating Sidecar Health’s model, differentiated value proposition, and evolving capabilities
• Identify opportunities for innovation, product integration, and service enhancements to support client goals and improve the member experience
• Collaborate cross-functionally with Member Care, Clinical, Operations, Product, and Leadership teams to ensure flawless execution and delivery
• Represent the voice of the client within Sidecar Health to inform internal strategies, roadmaps, and priorities
• Monitor and report on key performance metrics, ensuring consistent delivery against SLAs and client expectations
• Lead renewal and growth conversations, proactively identifying and mitigating risks to long-term success
• Partner with the Market President and other leaders to shape the future of the ASO segment, including the potential to build a broader client success team

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