Lead Director, Enterprise Strategy (digital product)

Location: NY - New York

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.

CVS Health is seeking a Lead Director (LD), Enterprise Strategy, supporting our Central Enterprise Strategy team. The Lead Director will play a pivotal role in supporting new growth initiatives and enabling execution of key strategic priorities. You will be a close partner with business stakeholders across the CVS Health enterprise. This role will report to the Executive Director of Central Enterprise Strategy, and partner frequently with business leaders at EVP and SVP level.

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. You will have experience building cases, high level presentations, and identifying growth opportunities.

Key Responsibilities

As a Lead Director in Enterprise Strategy, you'll lead complex, high-priority engagements — either as an individual expert or by leading a project team — structuring the work end to end and developing Managers and Sr. Managers into future strategy leaders.

Lead complex, high-priority Enterprise Strategy engagements — as an individual leader or by leading a project team — that shape direction for the enterprise

Drive execution and delivery of executive-level outputs – Structure engagements end-to-end: set roles, decision points, and analytical priorities, and identify knowledge gaps early

Evaluate market dynamics, competitive developments, and strategic opportunities through rigorous analysis, and develop actionable, stakeholder-sensitive recommendations.

Build and lead relationships with business partners and executive sponsors, navigating organizational roadblocks. Collaborate with executive leadership to manage strategic portfolios and craft impactful communications for senior leaders.

Steer highly effective executive meetings, adapting in real time to drive decisions and positioning oneself as a trusted advisor to key stakeholders.

Support building and leading a high-performing strategy team and foster a culture of strategic thinking, data-driven decision-making, and innovation. Develop Managers and Senior Managers as future project leaders through direct oversight or other feedback-oriented engagements

Qualifications

• Requires significant subject matter expertise in healthcare and strategy; strong technology background preferred
• 10 years of related experience at a top management consulting firm, in-house strategy team at a large health care company, or a related growth / strategy focus in a health care setting.
• Proven track record of managing strategy-related projects and leading cross-functional teams, including external advisors, on strategy deep dive projects.
• Strong written and oral communication skills including delivering structured presentations, and crafting PowerPoint and Excel analysis.
• Ability to lead a high-performing small team that provides consistent error-free analysis and recommendations to senior leaders.
• This LD can be remote or hybrid with expectation for 10-20% travel for in-person meetings with senior leaders and strategy teams.

Education

Bachelor’s Degree required

Master’s Degree Preferred

Pay Range

The typical pay range for this role is

$144,200.00 - $288,400.00

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: 11/15/2026

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

Additional Locations: DC - Washington, IL - Chicago, GA - Alpharetta, NJ - Newark, Woonsocket-1 CVS Drive, Hartford-Farmington Ave Rogers, MA - Boston