Senior Medical Director

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.

The Senior Medical Director joins Oak Street Health at a transformative time for primary care, leading the market transition from fee-for-service to value-based care. Partnering directly with the Regional Vice President, this position drives operational and clinical excellence across hospital admissions, quality metrics, patient satisfaction, provider engagement, and medical expense management. To maintain a deep connection to patient care and clinic workflow, the Senior Medical Director practices primary care in health center clinics 2.5 days per week alongside provider colleagues. This role reports directly to the Executive Medical Director for the region and serves as a key clinical thought partner in refining the overall care model.

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• Supervise, mentor, and align health center Medical Directors with organizational priorities.

• Guide leaders through team management, performance feedback, and resolution of daily operational questions.

• Train medical directors on data-driven tools, quality dashboards, and initiatives to keep patients healthy and reduce avoidable hospitalizations.

• Instill managed care perspectives into leadership routines and explain provider performance/compensation structures.

• Lead the interviewing, hiring, onboarding, and retention of providers across the region.

• Partner with Provider Services to cultivate an internal pipeline of skilled clinical leaders.

• Coach providers in problem-solving, communication, conflict resolution, value-based care delivery, and executive collaboration.

• Represent Oak Street Health to external partners (e.g., health plans, health systems) to build sustainable strategic partnerships.

• Serve on cross-functional committees to enhance the care model, including:

  • Medical & Care Management

  • Quality Improvement & Utilization Management

  • Network & Health Plan Management

  • Documentation & Risk Adjustment

  • Clinical Compliance & Policy Development

• Supervise interdisciplinary Complex Care Teams serving high-need patient populations.

• Oversee Transitions Nurses monitoring hospitalized patients and coordinating post-discharge care.

• Collaborate with Population Health and Quality teams to innovate care delivery.

• Lead documentation and coding compliance, including provider education and chart reviews.

• Execute other clinical and operational duties as assigned.

• M.D., D.O., or DNP degree.

• Physicians must be Board Certified in Internal Medicine or Family Medicine.

• DNPs must be certified in a primary care discipline.

• Preferred: Fellowship training in Geriatrics or advanced degrees (M.B.A., M.P.H., J.D.).

• Demonstrated experience in managed care, value-based care models, and payer-provider alignment.

• Proven track record using metrics to analyze cost, quality, and patient satisfaction data to redesign clinical workflows.

• Strong familiarity with population health principles and efficient resource allocation.

• Radiate positive energy and assume good intentions.

• Drive clinical excellence while creating an unmatched patient experience.

• Take personal ownership to deliver measurable results.

• Thrive in a fast-paced, scrappy, and innovative healthcare environment.

• Remain composed under pressure and navigate ambiguity with proactive problem-solving skills.

Oak Street Health provides the opportunity to lead healthcare innovation on the front lines of value-based care, backed by a collaborative and supportive culture. Benefits include:

• Competitive salary and comprehensive health, dental, and vision coverage

• Paid time off (vacation and sick leave)

• Generous 401(k) match with immediate vesting

• Continuous professional and leadership development programs

Oak Street Health is an Equal Opportunity Employer.

The typical pay range for this role is: