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: Lead Director - Business Operations and Strategy
Location: Remote
Role Description:
The Lead Director - Business Operations and Strategy plays a critical role in ensuring seamless collaboration across business, technology, and product functions to achieve organizational goals. This position is responsible for driving strategic initiatives, resolving operational bottlenecks, and aligning priorities to improve efficiency and impact key performance indicators (KPIs) and financial outcomes. The role requires strong leadership, analytical thinking, and the ability to influence stakeholders at all levels.
Core Responsibilities:
Develop and implement strategies to align business, technology, and product functions for cohesive organizational execution
Establish clear communication channels and protocols to facilitate cross-functional collaboration
Identify and resolve operational bottlenecks and interdepartmental conflicts
Lead initiatives to streamline processes and improve efficiency to positively impact KPIs and financial performance
Collaborate with leadership to define project priorities and timelines, ensuring alignment with strategic plans
Monitor and report on the progress of cross-functional initiatives, providing regular updates to senior management
Build and maintain strong relationships with key stakeholders across departments
Communicate strategic insights on market dynamics, competitor strategies, and industry disruptions to guide decision-making in the healthcare sector
What We’re Looking For:
Required Qualifications:
10+ years of experience in strategic planning or product management
Demonstrated experience leading cross-functional teams and initiatives
Strong problem-solving and decision-making skills
Excellent communication and interpersonal skills
Strong analytical and data-driven approach
Mastery of strategic planning and execution
Mastery of collaboration and teamwork
Growth mindset with a focus on continuous learning and development
Preferred Qualifications:
Experience with Epic EMR or other healthcare technology systems
Education:
Bachelor’s degree in Business Administration, Technology, or a related field required
Master’s degree preferred
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
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 patients’ communities and focused on the quality of care over volume of services. We’re an organization on the move! With over 200 primary care center 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
Oak Street Health is an equal opportunity employer. We embrace diversity and encourage all interested readers to apply.
Learn more at https://www.oakstreethealth.com/diversity-equity-and-inclusion-at-oak-street-health
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 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 https://jobs.cvshealth.com/us/en/benefits
We anticipate the application window for this opening will close on: 02/04/2026Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
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