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Lead Director Enterprise Strategy (Health Care Delivery)

Job

Oak Street Health

Wellesley, MA (In Person)

$165,770 Salary, Full-Time

Posted 03/23/2026 (Updated 2 days ago) • Actively hiring

Expires 6/21/2026

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Job Description

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. Position Summary The Enterprise Strategy team is responsible for helping steward the development of the company's long-term strategy and associated priorities, connecting each business unit to those priorities, exploring white space opportunities for growth, and connecting the dots across businesses to accelerate existing revenue streams. Our team has a unique opportunity to sit on the cutting edge of CVS Health's future aspirations and enable our future strategy in care delivery. The Lead Director, Enterprise Strategy will play a pivotal role in supporting new growth initiatives and enabling execution of key strategic priorities. You will closely partner with business stakeholders across CVS Health's Care Delivery businesses, including Primary Care (Oak Street Health, MinuteClinic) and Home Care (Signify Health). This role requires comfort with ambiguity and the ability to bring clarity to complex, cross-functional strategic challenges. You will lead high-impact strategic and operational initiatives in a fast-paced, evolving environment, managing project-based contributors with a path to formal people management. Ideal candidates are dynamic, creative, and entrepreneurial thinkers who are intellectually curious, adaptable, and passionate about transforming healthcare and improving outcomes. Position Responsibilities Lead high-visibility strategic and operational projects , structuring workplans, driving execution, and delivering executive-level outputs Direct timely, accurate analysis and develop actionable, stakeholder-sensitive recommendations Collaborate with executive leadership to manage strategic portfolios and craft impactful communications for C-Suite and Board stakeholders Steer highly effective executive meetings , adapting in real time to drive decisions and positioning oneself as a trusted advisor to key stakeholders Drive annual strategic planning including leading cross-functional strategic projects executed in partnership with senior leadership and identifying opportunity areas for HCD to grow Required Qualifications 10+ years of experience in a dynamic, fast-moving profession; related experience within management consulting, corporate development, financial analysis, product development, mergers and acquisitions, or similar role(s) Strong written and oral communication skills including delivering structured presentations, and crafting PowerPoint and Excel analysis Executive presence including actively listening, empathizing, and communicating effectively Comfort in ambiguity and ability to simplify complex problems Background working in a matrixed environment, aligning stakeholders and navigating competing priorities Preferred Qualifications Health care experience. Ideally direct employment or significant project advisory with providers or payors Internal strategy or management consulting experience preferred Growth mindset and commitment to deepening expertise across the healthcare industry Education Bachelor's degree required and or equivalent related work experience MBA preferred 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: 04/11/2026 Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

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