Executive Director, Care Solutions - Oak Street Health

We’re building a world of health around every individual - shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger - helping to simplify health care one person, one family and one community at a time.

Oak Street Health, CVS Health company, is a rapidly growing company of primary care centers for adults on Medicare in medically underserved communities where there is little to no quality healthcare. Oak Street’s care is based on an entirely new model that is based on value for its patients, not on volume of services. The company is accountable for its patients’ health, spending more than twice as long with its patients and taking on the risks and costs of their care.

The Executive Director, Care Solutions is a high-visibility executive leader within Oak Street Health’s Population Health team. Reporting to the VP, Chief Population Health, this role is responsible for the end-to-end strategic oversight, financial modeling, negotiation, implementation, and ongoing performance of integrated care solutions. Key focus areas include evolving behavioral health models and scaling risk-bearing specialty care partnerships.

• Serve as the primary subject matter expert on risk-bearing specialty care arrangements
• Lead C-suite negotiations for complex, multi-million-dollar specialty care contracts that directly impact the care delivery P&L
• Oversee the complete partnership lifecycle: opportunity scoping, due diligence, financial modeling, contracting, piloting, deployment, and continuous optimization
• Partner regularly with CVS Ventures to share operational learnings and inform strategic investment decisions.

• Oversee the current Collaborative Care Model (CoCM) and lead the strategic evolution toward a fully integrated Primary Care Behavioral Health (PCBH) model.
• Partner with Medical Leadership to ensure clinical fidelity, operational alignment, and seamless execution of evidence-based models.
• Drive innovation in medical cost management through first-of-their-kind integrations across Primary, Behavioral, and Specialty Care.

• Direct daily partnership operations through a team of Lead Directors, connecting central strategy with clinical and field operations.
• Partner with VP-level executives across Legal, Data, and Finance to conduct quarterly financial reconciliations and feed insights back into future partner negotiations.
• Establish and monitor core KPIs—including patient engagement, program enrollment, and financial/clinical outcomes.
• Design and establish secure access workflows for third-party partners to integrate into Oak Street Health clinical and operational systems.
• Provide clear, actionable reporting to executive leadership regarding overall program operating conditions and financial performance.

• Direct, coach, and develop a team of director-level leaders, fostering a metric-driven and high-performance culture.
• Collaborate with senior field leadership (Division Presidents, Executive Medical Directors, CMO, COO) to ensure smooth field implementation and clinical buy‑in.
• Drive cross-functional alignment among Population Health, Product, Data, Legal, Finance, and broader CVS Enterprise teams.

• Population Health & Risk Knowledge:
  Deep understanding of Risk-Bearing Entities, value-based delivery models, and population health management strategies.
• Specialty & Behavioral Health:
  Comprehensive knowledge of virtual specialty care delivery models, behavioral health integrations, and clinical best practices.
• Payer & Regulatory Knowledge:
  Solid familiarity with Medicare regulations, reimbursement, and Medicare Advantage frameworks.
• Partnership Management:
  Proven track record of sourcing, evaluating, structuring, and negotiating complex agreements with external partners…