Lead Director, Enterprise Strategy PCW

CVSHealth

CVSHealth

Hartford, CT, USA · Wellesley, MA, USA · New York, NY, USA · Woonsocket, RI, USA

USD 100k-231,540 / year + Equity

Posted on Apr 27, 2026

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, specifically in Pharmacy & Consumer Wellness. We connect business units to our priorities, both accelerating existing revenue streams and exploring net new areas of growth.

The Lead Director, Enterprise Strategy will play a pivotal role in supporting new growth initiatives and enabling execution of key strategic priorities. You will operate within a nimble team dedicated to top priority strategic initiatives with executive leadership visibility. You will partner closely with business stakeholders across our core businesses. This role requires comfort in working with ambiguity, as our team strives to create simplicity within complex, cross-functional strategic challenges. You will utilize market insights alongside CVS-focused expertise to help chart the path forward for a vertically integrated health care company.

The Enterprise Strategy team is looking for a dynamic and creative team member who is passionate about driving change across the healthcare industry and improving health outcomes. This role is a great fit for an out-of-the-box thinker who is intellectually curious, self-motivated, entrepreneurial, adaptable, and high-energy who can easily function in a demanding, rapidly evolving business and organizational environment. This role is an excellent opportunity for mentorship and personal development from a senior team of highly experienced industry experts.

Required Qualifications

  • 10 years of experience in a dynamic, fast-moving profession; related experience within management consulting, corporate development, financial analysis, public policy, product development, mergers and acquisitions, or similar role(s)
  • Ability to lead the strategy development and execution planning of transformative projects from end to end, with both internal and external entities
  • Ability to deliver engagements, with supporting zero-defect analysis
  • Ability to “manage up”, influencing internal and external partners, often more senior in job title
  • Expertise in storyboarding and logically framing presentations, both in written deliverables and in facilitating live discussions
  • Executive presence: demonstrated ability to actively listen, empathize, and communicate effectively
  • Comfort in ambiguity; demonstrated ability to simplify complex problems and concepts
  • Comfort working in a matrixed environment and in managing competing priorities; demonstrated ability to juggle concurrent projects and prioritize effectively

Preferred Qualifications

  • Working knowledge of payor, provider, and product segments of the healthcare and pharmacy industry
  • Growth mindset and commitment to deepening expertise across the healthcare industry
  • Experience building and evaluating financial models


Education
BA/BS degree required

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 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: 05/09/2026

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