Regional Director, Operations - Operations and Population 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®, a part of CVS Health, helps older adults stay healthier and live fuller lives through our 230 centers across 27 states. Our value-based care model helps us consistently deliver better patient experiences and outcomes.

As the nation’s leading health solutions company, we reach millions of Americans through our local presence, digital channels, and more than 300,000 purpose-driven colleagues — caring for people where, when, and how they choose in a way that is uniquely more connected, more convenient, and more compassionate. And we do it all with heart, each and every day.

Role Overview

As a Regional Director, Operations, you will play a critical role in supporting our Oak Street Health patients, providers and business by leading operational performance and population health execution across multiple centers within a geographic division. This role owns the delivery of key clinical, operational, patient experience, quality, utilization, and financial outcomes by ensuring that regional priorities are translated into disciplined execution across centers and care teams.

This leader reports directly to the Regional Vice President and works in close partnership with the Senior Medical Director, regional leaders, and central functional partners, including the central Population Health team. The role directly leads center operational leadership, including Practice Managers and other regional operational resources, and serves as a key cross-functional partner to clinical, service, outreach, and Treehouse teams.

Success in this role requires a leader who can drive results across a matrixed environment, build strong relationships quickly, and bring both strategic and operational rigor to a fast-paced, high-visibility setting. This individual will be accountable for improving the day-to-day performance of centers while also advancing Oak Street Health’s broader population health and value-based care priorities.

Core Responsibilities

Operational Leadership Across the Region

• Lead operational oversight and performance across multiple centers within a geography
• Ensure centers are operationally efficient and optimizing resources in service of patients
• Drive strong execution in patient experience, patient engagement, schedule management, patient responsiveness, and center-level operational performance
• Identify operational opportunities proactively and implement practical, sustainable solutions
• Support center-level leaders in problem-solving, execution discipline, and continuous improvement
• Share best practices and strengthen coordination across centers and markets

Population Health Ownership and Execution

• Own execution and ongoing refinement of population health priorities across the division
• Drive divisional performance across key population health domains, including transitions in care, pharmacy and medication adherence, HEDIS / Stars, accurate risk adjustment, preferred partner relationships, and patient engagement strategy
• Ensure Oak Street Health’s clinical and business priorities are effectively implemented at the regional and center level
• Maintain accountability for key quality, utilization, and financial performance measures tied to population health outcomes
• Translate data and organizational priorities into focused regional action plans that improve quality, cost of care, and patient outcomes

Program Implementation and Cross-Functional Leadership

• Lead implementation of centrally driven and regionally driven initiatives that improve operations and population health performance
• Partner with central functional leaders to support strategy development, program design, workflow refinement, and execution feedback
• Assess workflow impact across service, outreach, clinical, and operational teams to ensure effective implementation of new initiatives
• Serve as a regional subject matter expert on operational and population health programs, priorities, and performance opportunities
• Apply strong project management and change leadership practices to ensure initiatives are launched and sustained effectively

Leader Development and Regional Team Effectiveness

• Lead, coach, and develop Practice Managers and other regional operational leaders with clear accountability for outcomes
• Onboard, train, and support new leaders to build capability and consistency across the region
• Conduct operational reviews focused on performance, quality, patient experience, and other key metrics
• Foster a collaborative regional culture across operational and clinical teams
• Support team development and strengthen consistency across centers in how care is delivered and operations are led
• Model and reinforce Oak Street Health’s mission, culture, and standards throughout the region

Qualifications

• 5+ years of leadership experience in healthcare, population health, clinical operations, or a related field
• Multi-site leadership experience strongly preferred
• Bachelor’s degree required
• Graduate degree preferred, including MBA, MPH, or similar advanced degree
• Strong leadership and influencing skills, with the ability to work effectively across a matrixed organization
• Demonstrated ability to build trust and credibility with a wide range of stakeholders, including providers, care teams, operational leaders, and central partners
• Strong analytical and financial acumen, including experience using data to drive performance, develop business cases, and assess ROI
• Excellent organizational skills, sound judgment, and ability to manage multiple priorities simultaneously
• Strong communication skills and the ability to connect individual initiatives to broader organizational objectives
• High degree of independence, reliability, and execution focus in a fast-paced environment
• Quick learner who is comfortable operating in ambiguity and leading through change
• Proficiency with Excel, Google applications, and project management tools
• Willingness to travel regularly within the assigned geography
• US work authorization required

What It Means to Be Oaky

• Creating an unmatched patient experience
• Driving clinical excellence
• Taking ownership and delivering results
• Being scrappy
• Radiating positive energy
• Assuming good intentions

Why Oak Street Health

Oak Street Health offers colleagues the opportunity to be at the forefront of a revolution in healthcare, along with:

• A collaborative and energetic culture
• A fast-paced and innovative environment
• High levels of responsibility and opportunity for impact
• Competitive benefits, including paid vacation and sick time, retirement benefits, and health coverage

Oak Street Health is an equal opportunity employer. We embrace diversity and encourage all interested readers to apply.

Anticipated Weekly Hours

40

Time Type

Full time

Pay Range

The typical pay range for this role is:

$100,000.00 - $231,540.00

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.  
 

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

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: 12/25/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.