Executive Director, Oak Street Health Regional Leader - Indiana & Kentucky

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
, a CVS Health company, is committed to delivering high-quality care to older adults on Medicare, particularly in underserved communities. We focus on the kind of healthcare you'd want for your own family—personalized, accessible, and effective. Our mission is to rebuild healthcare around wellness and positive outcomes, not volume. Through dedicated care teams, we take the time to understand each patient and provide the support they need to live healthier, fuller lives.

We emphasize value-based care, especially full-risk/capitated models, and leverage care management strategies to improve clinical and financial outcomes.

Oak Street Health is seeking to hire a Executive Director/ Regional Vice President for Indiana and Kentucky
. As the senior operational leader for their respective markets, the Executive Director/RVP will be responsible for driving performance across multiple centers, leading a cross-functional team, and ensuring exceptional patient, clinical, operational, and financial outcomes. Success in this role requires a highly visible, hands‑on leadership approach, with regular time spent in health centers building relationships, supporting teams, and driving performance at the local level.

• Oversee day‑to‑day operations for approximately 10-16- clinics ensuring high performance and alignment with Oak Street Health’s mission.
• Own full P&L responsibility, driving profitability while maintaining high standards of care and service.
• Consistently exceed clinical quality metrics, patient acquisition goals, and financial targets.
• Build strategic partnerships with local healthcare providers, health plans, insurance agencies, and community organizations to accelerate growth and improve outcomes.
• Serve as a visible and trusted leader in the community, cultivating relationships with key stakeholders and organizations.
• Partner with your Senior Medical Director (dyad partner) to foster a collaborative, high‑performing team environment focused on delivering exceptional patient care.
• Work with the Treehouse (Oak Street Health’s Shared Services) to develop and execute on Oak Street Health’s top strategic priorities.
• Share best practices and collaborate with peers across markets to drive enterprise‑wide success.
• Embody and promote Oak Street Health’s mission‑driven, patient‑first culture.

The candidate will have a strong work ethic, be a self-starter, and be able to be highly productive in a dynamic, collaborative environment. This position offers broad exposure to all aspects of the company’s business, as well as significant interaction with all the business leaders. The candidate will be expected to have the following key attributes:

• 10+ years of experience in healthcare provider operations, including leadership roles in physician group management, health plan operations, or clinic administration.
• 5+ years in leadership roles demonstrating operational excellence and strategic impact. Proven track record of leading high-performing, cross‑functional teams.
• Knowledge of provider performance, retention strategies, and value‑based contracting operations.
• Strong business acumen with experience managing P&L and driving growth.
• Demonstrated ability to innovate and implement change in complex environments.
• Exceptional…