CVS Health

Executive Director, Oak Street Health Regional Leader - Illinois

CVS Health • $131K — $303K *
Healthcare
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in healthcare provider operations, including leadership roles in management.
  • 5+ years demonstrating operational excellence and strategic impact.
  • Knowledge of provider performance and value-based contracting operations.
  • Strong business acumen managing P&L and driving growth.
  • Exceptional communication and relationship-building skills.
  • Growth mindset with a passion for continuous improvement.
  • Willingness to travel regularly throughout Illinois.

Responsibilities

  • Oversee operations for 6-8 clinics, ensuring high performance and alignment with mission.
  • Drive profitability while maintaining high care standards and service quality.
  • Exceed clinical quality metrics and financial targets consistently.
  • Build strategic partnerships to accelerate growth and improve outcomes.
  • Cultivate relationships with community stakeholders and organizations.
  • Foster a collaborative and high-performing team environment with the Senior Medical Director.
  • Execute top strategic priorities in collaboration with Shared Services.

Benefits

  • Comprehensive medical, dental, and vision coverage.
  • Paid time off for work-life balance.
  • Retirement savings options for future financial security.
  • Wellness programs to support physical and emotional health.
Full Job Description
Oak Street Health is seeking to hire two Regional Vice Presidents (RVPs) in Illinois. One RVP will lead our North Region, while the second will oversee our Northwest Region. As the senior operational leader for their respective markets, each 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.
Key Responsibilities

  • Oversee day-to-day operations for approximately 6-8 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.

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 Illinois.
  • Must reside in/near Chicago.
  • 80% travel expected (4 days per week to the site locations).

Education
Bachelor's degree or equivalent

Anticipated Weekly Hours
40

Time Type
Full time

Pay Range

The typical pay range for this role is:

$131,500.00 - $303,195.00

This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This full-time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well-being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Additional details about available benefits are provided during the application process and on Benefits Moments.

We anticipate the application window for this opening will close on: 10/12/2026

About CVS Health

Omnicare provides comprehensive pharmaceutical services to patients and providers across the United States. As the market-leader in professional pharmacy, related consulting and data management services for skilled nursing, assisted living and other chronic care settings, Omnicare leverages its unparalleled clinical insight into the geriatric market along with some of the industry's most innovative technological capabilities to the benefit of its long-term care customers. Omnicare also provides key commercialization services for the bio-pharmaceutical industry through its Specialty Care Group.

CVS Health Careers

Joining CVS Health presents a unique opportunity to advance your career in a company where innovation, leadership, and growth go hand in hand. As a leader in the healthcare industry, CVS Health is more than just a pharmacy. We are a team of professionals dedicated to improving lives and optimizing health outcomes.

Work You’ll Do

At CVS Health, you will be part of a culture that values diversity and inclusivity, fostering an environment where every team member’s contribution is valued. Engage in meaningful work that directly impacts lives, driving innovation in healthcare services and solutions.

Explore Job Opportunities

Whether you’re looking for a position in pharmacy services, corporate leadership, or in-store management, CVS Health offers a variety of employment opportunities that will help you harness your skills and thrive professionally. Our job opportunities span across a wide range of professional fields and geographic locations, ensuring that your career at CVS Health aligns with your professional goals and lifestyle.

Internship Programs

Kickstart your career with CVS Health through our internship programs. These opportunities are designed for ambitious students eager to develop their skills in a real-world setting. Internships at CVS Health are not only about gaining work experience but also about making meaningful contributions to our ongoing projects.

Professional Growth and Development

CVS Health is committed to the professional growth of our employees. With access to cutting-edge technology, industry-leading experts, and comprehensive diversity training, our team members are equipped to lead and innovate. We support career advancement through professional development programs, leadership training, and opportunities for networking and internal mobility.

Benefits and Culture

Our employees enjoy a range of benefits that reflect our commitment to their well-being and success. From health and wellness benefits to professional development programs, CVS Health is dedicated to ensuring our team members have the resources they need. Our inclusive culture encourages collaboration and continuous learning, making CVS Health a place where you can grow and succeed.

Join Our Team

Ready to take the next step in your career? Explore the open positions at CVS Health that match your skills and interests. We are continuously hiring and looking for passionate, curious, and solution-driven team players.

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READ CAREERS BLOG

Stay ahead in your career with insights from those who know CVS Health best – our team. Learn from their experiences and get insider tips that can help you succeed in your next interview, craft a standout resume, and build a career you’re proud of at CVS Health.
Learn more about CVS Health
Size
300,000 employees
Market Cap
$122 billion
Industry
Net Income
$7.1 billion
Founded
1963
5 Year Trend
+10.5%
Revenue
$268.7 billion
NASDAQ

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