Executive Director - Medicare Strategy, Finance & Value Creation

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 Executive Director, Medicare Strategy, Finance & Value Creation is responsible for improving strategic decision-making, strengthening investment discipline, and accelerating value creation across the Medicare business.

Partnering directly with the Vice President, CFO Medicare and other senior leaders, this role will help build and lead a new Strategy, Finance & Value Creation capability focused on the organization’s most important opportunities, investments, and business challenges. The team will provide rigorous analysis, strategic insight, and objective recommendations that improve the quality of executive decision-making and drive measurable business outcomes.

This role is ideal for a strategic leader who combines financial expertise, analytical rigor, executive influence, and a builder’s mindset.

• Serve as a trusted advisor to executive leadership on high-impact strategic, financial, and operational decisions.
• Lead analyses of growth opportunities, investments, partnerships, business model changes, transformation initiatives, and other enterprise priorities.
• Develop clear, decision-ready recommendations that balance financial performance, strategic objectives, operational feasibility, and risk.
• Translate complex data and analyses into concise executive communications and presentations.

• Identify, assess, and prioritize opportunities to improve business performance and enterprise value.
• Establish frameworks for business case development, investment evaluation, and portfolio prioritization.
• Support resource allocation decisions by evaluating competing investments and strategic alternatives.
• Partner with business leaders to define expected outcomes, success measures, and value realization plans.
• Monitor performance against approved business cases and strategic objectives.

• Support development of Medicare’s long-term strategy and value creation agenda.
• Lead scenario planning related to market developments, regulatory changes, competitive dynamics, and emerging opportunities.
• Identify risks and opportunities that may impact future business performance.
• Provide forward-looking insights that strengthen organizational preparedness and decision confidence.

• Partner with the Vice President, CFO Medicare to establish and scale the Strategy, Finance & Value Creation organization.
• Help define the team’s operating model, governance processes, prioritization framework, and measures of success.
• Recruit, develop, and retain high-performing talent.
• Foster a culture of analytical rigor, intellectual curiosity, collaboration, and accountability.
• Build strong relationships across Finance, Operations, Product, Network, Clinical, Technology, and Corporate Strategy.

• 10+ years of progressive experience in strategic finance, corporate strategy, management consulting, corporate development, business transformation, healthcare strategy, or a related field.
• Experience within healthcare, health insurance, managed care, Medicare, or a closely related industry.
• Demonstrated ability to influence executive decision-making through strategic analysis and business insight.
• Strong financial modeling, business case development, scenario planning, and problem-solving capabilities.
• Experience leading complex cross-functional initiatives involving senior stakeholders.
• Exceptional communication, presentation, and relationship-management skills.
• Proven success building and leading high-performing teams.

• MBA, MHA, MPH, CPA, CFA, or other relevant advanced degree or professional certification.
• Medicare Advantage experience.
• Experience in corporate strategy, management consulting, strategic finance, transformation, corporate development, or value creation.
• Experience building new teams, capabilities, governance models, or strategic planning functions.
• Track record of developing investment governance or value realization disciplines.

The typical pay range for this role is: