Lead Director, Business Operations and Strategy

Location: IL - Chicago

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.

Lead Director, Provider Operations and Strategy

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.

The Lead Director, Provider Operations and Strategy serves as the principal strategic and operational advisor to the Chief Medical Officer (CMO), helping drive enterprise clinical priorities through strategic planning, executive communications, cross-functional leadership, and disciplined execution. This role helps drive alignment across the provider organization, facilitates execution of key initiatives, and ensures organizational focus on the most critical clinical and business priorities.

This highly collaborative position works closely with physician leaders, operational partners, and corporate stakeholders to translate strategy into action, monitor progress against objectives, and support organizational effectiveness. The Lead Director will play a key role in executive communications, strategic planning, governance, and special projects, serving as an extension of the CMO to advance Oak Street Health's clinical mission and organizational goals.

Primary Job Duties & Responsibilities

*Partners closely with the CMO to advance strategic priorities across the provider organization, providing analysis, recommendations, and execution support for key clinical and operational initiatives.

• Coordinates and drives cross-functional initiatives that support provider operations, workforce engagement, clinical excellence, and organizational performance.

*Supports development and execution of strategic plans, annual goals, and enterprise clinical priorities, helping ensure alignment between organizational objectives and operational activities.

*Leads complex projects on behalf of the CMO from concept through implementation, establishing timelines, stakeholder engagement plans, success metrics, and accountability mechanisms.

• Collaborates with clinical, operational, finance, technology, people, and transformation teams to drive execution of strategic initiatives and address organizational challenges.

• *Develops executive-level communications, presentations, leadership updates, and strategic materials for senior leadership meetings, governance forums, and organizational communications.
• *Synthesizes data from multiple sources to identify trends, opportunities, and risks related to provider performance, engagement, workforce effectiveness, and clinical operations.
• *Supports leadership governance processes, including preparation for executive meetings, strategic reviews, and decision-making forums.
• *Facilitates alignment among stakeholders by building strong relationships and encouraging shared ownership of organizational priorities and outcomes.

• Monitors initiative progress, identifies barriers to execution, and works with leaders across the organization to develop solutions and drive accountability.

• *Partners with clinical leadership to establish key performance indicators and measurement frameworks that support organizational goals and provider excellence.
• *Assesses external market trends, healthcare industry developments, and regulatory changes to inform strategic recommendations and organizational planning
• *Supports change management and communication efforts associated with provider-facing initiatives,
• organizational transformation, and clinical operational improvements.

• Identifies opportunities to improve organizational effectiveness, leadership communication, and execution

• capabilities across the provider organization.
• *Serves as a trusted thought partner to the CMO and senior clinical leaders, helping prioritize initiatives
• and focus resources on the highest-impact opportunitie

Education

Bachelor's degree required. Master's degree in Healthcare Administration, Business Administration, Public

Health, Healthcare Management, or a related field preferred

Prior Relevant Work Experience

• *10+ years of progressive experience in healthcare strategy, clinical operations, provider operations, management consulting, healthcare transformation, or related fields.
• *Experience leading complex cross-functional initiatives and influencing leaders in a matrixed organization.
• *Experience supporting executive leaders, strategic planning efforts, or organizational transformation initiatives strongly preferred.

Essential Qualifications

*Strong understanding of healthcare delivery models, provider operations, value-based care, and clinical performance improvement.

*Demonstrated ability to manage multiple high-priority initiatives simultaneously in a fast-paced environment.

*Exceptional written and verbal communication skills, including development of executive-level presentations and strategic communications.

*Experience facilitating senior leadership discussions and driving alignment among diverse stakeholder groups.

*Ability to influence without direct authority and build trusted artnerships across functions and levels of the organization.

*Strategic planning, project management, and change management experience preferred.

Why Oak Street Health?

Oak Street Health is on a mission to “Rebuild healthcare as it should be'', providing personalized primary care for older adults on Medicare, with the goal of keeping patients healthy and living life to the fullest. Our innovative care model is centered right in our patient’s communities, and focused on the quality of care over volume of services. We’re an organization on the move! With over 150 locations and an ambitious growth trajectory, Oak Street Health is attracting and cultivating team members who embody “Oaky” values and passion for our mission.

Oak Street Health Benefits

• Mission-focused career impacting change and measurably improving health outcomes for medicare patients
• Paid vacation, sick time, and investment/retirement 401K match options
• Health insurance, vision, and dental benefits
• Opportunities for leadership development and continuing education stipends
• New centers and flexible work environments
• Opportunities for high levels of responsibility and rapid advancement
• What does being “Oaky” look like?
• Radiating positive energy
• Assuming good intentions
• Creating an unmatched patient experience
• Driving clinical excellence
• Taking ownership and delivering results
• Being relentlessly determined
• Oak Street Health is an equal opportunity employer. We embrace diversity and encourage all interested readers to apply.

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. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.

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.