Executive Director, Oak Street Health Regional Leader - OK/KS

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 a dynamic and mission-driven Executive Director to lead operations across approximately nine primary care clinics and the community outreach team in Oklahoma and Kansas. This Executive Director, Oak Street Health Regional Leader will be responsible for driving clinical, operational, and financial performance while fostering a culture of innovation, collaboration, and community engagement.

Key Responsibilities

• Oversee day-to-day operations for nine clinics and a team of approximately 200 colleagues and seven direct reports, 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 Directors (dyad partners) 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.

Qualifications

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 communication, relationship-building, and leadership skills.

• Growth mindset with a passion for continuous improvement.

• Willing to travel regularly to all clinic locations throughout Oklahoma and Kansas.

• Must reside in Oklahoma or Kansas and within a reasonable commuting distance to Oklahoma City, Tulsa, and Kansas City.

• 75% travel expected (3-4 days per week to the site locations).

Education

Bachelor's degree required.​