Executive Director, Enterprise Strategy Remote (anywhere in Connecticut)

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.

The Enterprise Strategy team develops and advances CVS Health’s long-term strategic priorities, identifies new growth opportunities, and drives alignment across businesses to accelerate enterprise value creation. This role will report into Aetna’s Chief Strategy Officer and primarily support CVS Health’s Aetna business; partnering closely with the Aetna Executive Leadership team to shape and execute critical strategic initiatives.

The Executive Director, Enterprise Strategy will lead the development and execution of strategies focused on advancing Aetna's clinical, provider, network, and pharmacy priorities to improve affordability, health outcomes, and member experience. This individual will partner closely with clinical, network, product, pharmacy, operations, and finance leaders to develop integrated, actionable strategies that support Aetna's total cost of care objectives. The role will leverage market, competitive, consumer, technology, and regulatory insights to identify opportunities for innovation, facilitate strategic decision-making, and drive alignment across the organization to ensure priorities translate into measurable actions and results. In addition to shaping strategy, this individual will evaluate emerging trends, identify opportunities to improve affordability and outcomes, and lead high-priority initiatives with significant executive visibility.

This role is ideal for a highly motivated, intellectually curious leader who thrives in ambiguous environments, influences senior stakeholders, and drives results through collaboration and strategic problem-solving. The successful candidate will bring strong analytical, communication, and leadership skills, an innovative mindset, and a passion for improving affordability, healthcare outcomes, and the overall member experience. Prior experience in health insurance, managed care, care delivery, clinical strategy, provider networks, or pharmacy is preferred but not required.

Required Qualifications

10+ years of experience in strategy, management consulting, corporate development, financial analysis, public policy, product development, mergers and acquisitions, healthcare/clinical strategy, or related fields.

Proven ability to lead complex strategic initiatives from strategy development through execution, driving alignment across executives, business leaders, and cross-functional teams.

Experience developing and synthesizing market, competitive, consumer, regulatory, and technology insights to identify growth opportunities and inform strategic decision-making.

Proven ability to facilitate executive and senior leadership discussions, build alignment across stakeholders, and influence enterprise-level decisions.

Ability to deliver high-impact strategic recommendations and communications to executive leadership through compelling presentations, storytelling, and structured problem solving.

Strong executive presence with exceptional communication, relationship-building, and stakeholder management skills across highly matrixed organizations.

Ability to navigate ambiguity, simplify complex challenges, and lead multiple concurrent priorities while maintaining quality, speed, and attention to detail.

Strong people leadership skills with the ability to coach, mentor, and develop high-performing teams

Preferred Qualifications

Working knowledge of payer, provider, pharmacy, and healthcare product segments

Health plan, managed care, payer, or health insurance industry experience preferred, including familiarity with Commercial, Medicare, Medicaid, or other health plan lines of business

Experience supporting enterprise, business unit, or growth strategy initiatives within a healthcare organization

Growth mindset and commitment to deepening expertise across the healthcare industry

Experience building and evaluating financial models, business cases, and investment analyses

Ability to synthesize market trends, competitive intelligence, and customer insights into actionable strategic recommendations

Demonstrated experience identifying and evaluating new growth opportunities, partnerships, and business models

Education

Bachelor's degree (BA/BS) required

MBA, MPH, MPA or other advanced degree preferred

Pay Range

The typical pay range for this role is:

$175,100.00 - $334,750.00

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: 11/10/2026

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