Lead Director, Medicare Strategic Programs – HRA Strategy and Enablement

CVS Health Corporation; Hartford (CT); Hybrid; USD 100,000 - 232,000; Full time

Benefits offered by this job

Bonus eligibility

Equity awards

Comprehensive benefits

Job summary

CVS Health Corporation is seeking a Lead Director to own a strategic HRA-related technology and clinical initiative within Medicare Strategic Programs. You will shape strategy, define the roadmap, and align business, clinical, operations, and technology teams to deliver measurable outcomes.

You will lead governance, manage dependencies, and drive value realization across stakeholders while ensuring alignment with Medicare goals and member experience needs.

Qualifications

• 10+ years of experience in Medicare, managed care, health insurance, or related healthcare strategy, operations, product, or program leadership.
• 5+ years of leadership and/or significant cross-functional leadership experience.
• Experience owning complex strategic initiatives and driving measurable business outcomes.
• Strong project and program management skills, including governance, planning, and dependency management.
• Deep knowledge of Medicare programs, operations, and market dynamics.
• Ability to influence senior leaders and align stakeholders across functions.
• Experience translating business needs into practical, scalable solutions.
• Strong executive communication and business case development skills.
• BA required, MBA preferred

Responsibilities

• Serve as the business owner for a strategic HRA-related technology and clinical initiative.
• Define and evolve strategy, roadmap, and priorities in alignment with Medicare business goals and member experience needs.
• Partner across business, clinical, operations, technology, compliance, and market-facing teams to translate business needs into scalable solutions.
• Lead cross-functional decision-making on priorities, tradeoffs, dependencies, and execution risks.
• Establish governance, implementation plans, timelines, milestones, and resource needs.
• Track performance, risks, dependencies, and investment against plan and direct course correction as needed.
• Identify business and operational gaps and lead development of practical, scalable improvements.
• Develop business cases and strategic recommendations tied to the initiative.
• Drive alignment, accountability, and execution across a broad group of stakeholders

Skills

Strategic leadership

Cross-functional leadership

Program management

Executive communication

Business case development

Stakeholder management

Roadmap planning

Governance

Dependency management

Healthcare industry knowledge

Education

Bachelor’s degree

MBA preferred

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.

This is a hybrid position requiring working 3 days a week from the office. Candidates must reside within commutable distance of the Connecticut, Arizona or Pennsylvania CVS Health office locations.

Position Summary

This role sits within Medicare Strategic Programs and serves as the business owner for a strategic technology and clinical initiative focused on HRA-related capabilities, performance, and member experience. The Lead Director is accountable for strategic direction, business priorities, cross-functional alignment, and value realization across operational, clinical, and technology teams.

This role will shape the roadmap for the initiative, connect business priorities to clinical and technology solutions, and ensure the work delivers measurable impact.

Fundamental Components / Job Description

• Serve as the business owner for a strategic HRA-related technology and clinical initiative
• Define and evolve strategy, roadmap, and priorities in alignment with Medicare business goals and member experience needs
• Partner across business, clinical, operations, technology, compliance, and market-facing teams to translate business needs into scalable solutions
• Lead cross-functional decision-making on priorities, tradeoffs, dependencies, and execution risks
• Establish governance, implementation plans, timelines, milestones, and resource needs
• Track performance, risks, dependencies, and investment against plan and direct course correction as needed
• Identify business and operational gaps and lead development of practical, scalable improvements
• Develop business cases and strategic recommendations tied to the initiative
• Drive alignment, accountability, and execution across a broad group of stakeholders

Required Qualifications

• 10+ years of experience in Medicare, managed care, health insurance, or related healthcare strategy, operations, product, or program leadership
• 5+ years of leadership and/or significant cross-functional leadership experience
• Experience owning complex strategic initiatives and driving measurable business outcomes
• Strong project and program management skills, including governance, planning, and dependency management
• Deep knowledge of Medicare programs, operations, and market dynamics
• Ability to influence senior leaders and align stakeholders across functions
• Experience translating business needs into practical, scalable solutions
• Strong executive communication and business case development skills
• BA required, MBA preferred

Preferred Qualifications

• Experience with HRA, Clinical Programs, or related Medicare capabilities
• Experience leading technology-enabled business or clinical initiatives
• Experience working across highly matrixed healthcare organizations

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: 10/15/2026

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