Regional Director of Operations - NY3

Oak Street Health, part of CVS Health
Jamaica, NY
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.

Company: Oak Street Health

Title: Regional Operations Director

Oak Street Health is a rapidly growing, innovative company of community-based healthcare centers delivering higher quality health and wellness care that improves outcomes, manages medical costs and provides an unmatched experience for adults on Medicare in medically underserved communities. By providing holistic, comprehensive and integrated care right in our patients’ communities, we can help keep them healthy and reinvest cost savings in further care for those same communities and others. Since 2013, Oak Street Health has brought its singular approach to tens of thousands of people across the nation. With an ambitious growth trajectory, Oak Street Health is attracting and cultivating team members who embody Oak Street values and are passionate about our mission to rebuild healthcare as it should be.

For more information, visit

Role Description And Responsibilities

The Regional Director of Operations is responsible for the operational rigor and oversight across multiple centers within a geography. This role reports to the Regional Vice President with close collaboration with regional leaders such as the Senior Medical Director and the Population Health Director.

The center Practice Managers, as well as other regional resources, will report to the Regional Director of Operations (team of 5-12). Accountability for predetermined operational metrics and budget management is crucial for success.

This leader should be a strong communicator who builds relationships quickly and is passionate about working in a fast-paced, results-driven organization. A track record of building strong cohesive teams with a patient first and operational sustainability mentality is a must-have.

The Core Responsibilities For This Role Are As Follows

Multi-Center Operational Rigor with a focus on patient experience and engagement

  • Primary goal is to ensure all centers are operationally efficient and are optimizing resources for our patients
  • Deep ownership of and expanded focus on patient experience. Gather appropriate teammate and patient information to inform development of best-in-class customer service experience by and across all cohorts (Service and Clinical teams).
  • Focus on schedule management, patient responsiveness, and clinical outcomes
  • Continuously improving sites through proactive identification and improvement of operational opportunities
  • Problem solving with center level leadership and sustainable solution creation
  • Best practice sharing and coordination across centers and markets

Implementation of Clinic Operations Programming and Improvements

  • Launch new initiatives, whether centrally driven or regionally driven, that will enhance daily operations
  • Be the conduit to the corporate clinical operations teams to provide feedback on new initiatives
  • Partner with regional leadership to identify workflow impact across service, outreach, clinical teams
  • Serve as the Subject Matter Expert in all things operational for corporate initiatives
  • Leverage best practices when it comes to clinical implementation and project management

Development and Management of Center Operations Leaders

  • Instill collaborative culture between operational leaders in the region
  • Onboard, train and coach new Practice Managers, with responsibility for outcomes
  • Conduct independent operational reviews on performance, quality, and other metrics
  • Support Practice Managers in team development and build a regional cohort culture for service and clinical team members for consistency across centers
  • Personify and cultivate Oak Street Health’s mission to rebuild healthcare as it should be within the Region

What we’re looking for

This is an exciting opportunity to be an operational leader in a value based care organization that is changing the way healthcare is delivered.

We’re Looking For Motivated, Experienced Leaders With

  • 5 or more years of experience in a supervisory role in a clinical or medical setting, with at least 2 years of multi-site experience
  • Undergraduate degree required, Masters preferred
  • Incredible level of organization, reliability and independence
  • A passion for mentorship and team-development
  • A problem-solving orientation and eagerness to identify process gaps and implement practical solutions
  • Ability to manage multiple priorities across various stakeholders and departments
  • Excellent interpersonal skills, ability to work across a matrixed organization
  • Travel required to centers within geography (80%)
  • US work authorization
  • Someone who embodies being “Oaky”. What it means to be Oaky:
    • Creating an unmatched patient experience
    • Driving clinical excellence
    • Taking ownership and driving for results
    • Being scrappy
    • Radiating positive energy
    • Assuming good intentions
Why Oak Street?

Oak Street Health Offers Our Coworkers Advantages, Including

  • The opportunity to be part of a hyper-growth company focused on changing the future of healthcare.
  • High levels of responsibility and opportunities for rapid advancement
  • Generous retirement options, paid vacation and sick time, as well as health, vision and dental benefits
  • Supportive culture
  • Our headquarters (the “Treehouse”) is located in the heart of Downtown, close to many public transit options and great restaurants

Why does Oak Street Health offer all of these benefits? Because we know what it takes to deliver the highest level of care, and our team deserves the best resources to succeed and enjoy their work. In return, we expect the best out of our co-workers.

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

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 our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:

  • Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.
  • No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.
  • Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

For more information, visit

We anticipate the application window for this opening will close on: 03/27/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Posted 2026-02-03

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