Chief of Staff

About the role

Wider Circle's Delivery organization operates Care Delivery, Community and Benefits programs that serve more than 50,000 members across the US. As Chief of Staff to the Chief Delivery Officer (CDO), you'll be the CDO's strategic right hand — running the operating rhythm of the organization, driving executive-level initiatives, and helping launch new business lines, client programs, and partnerships as the company grows.

This is a high-visibility role for someone who wants to sit at the center of a fast-growing healthcare delivery organization as we scale from $20M to $100M in annual revenue. You'll help translate strategy into execution, and build the systems that let leadership make faster, better-informed decisions.

Responsibilities

• Aid in running the operating rhythm
• Own the cadence of quarterly planning, business reviews, KPI tracking, and forecasting for the Delivery organization
• Build the executive dashboards leadership uses to track operational, financial, and organizational performance in real time
• Lead executive performance reviews that drive accountability across the org
• Partner with the CDO to translate enterprise strategy into actionable operational plans, helping drive execution of enterprise priorities while navigating ambiguity and shifting priorities with sound judgment
• Support driving strategic initiatives
• Lead or coordinate strategic initiatives and special projects that span multiple business lines or require executive sponsorship
• Cover operational readiness across Operations, Product, and Technology for new clients, acquisitions, and evolving delivery models
• Identify risks and resolve cross-functional roadblocks before they slow down execution
• Support business line leaders in achieving operational, financial, quality, and growth objectives by proactively identifying risks, resolving cross-functional issues, and improving execution
• Act as a trusted advisor to business line leaders — helping prioritize initiatives, solve complex operational problems, and remove barriers to execution
• Apply process-improvement methods (Lean Six Sigma or equivalent) to standardize and scale operations across Delivery
• Develop governance processes that enable scalable execution across current and future business lines
• Assist in supporting SOPs and processes across delivery organizations

Requirements

• 10+ years of progressive leadership experience in healthcare, managed care, or related service-delivery organizations — spanning both operations and data/analytics
• Operational oversight experience, including running operations and designing workflows, dashboards and KPIs. Direct experience with Medicare, Medicaid, or population health programs
• A track record of designing and scaling complex programs under tight timelines
• Strong skills in KPI development, executive dashboarding, and data-driven decision-making
• Process-improvement expertise (Lean Six Sigma or equivalent) with measurable results
• Executive-level communication skills — comfortable preparing board materials and strategic recommendations for senior leadership
• Bachelor's degree required; MBA or PMP a plus

Benefits

Base pay range: $130,000-150,000
Annual bonus based on individual and company performance
Comprehensive health coverage including medical, dental, and vision
401(k) Plan
Generous Paid Time Off
Employee Assistance Program
Health Care FSA
Dependent Care FSA
Health Savings Account
Voluntary Disability Benefits
Basic Life and AD&D Insurance
Adoption Assistance Program