Strategy Director Jobs in Boston, MA

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

This role sits at the center of the Chief Strategy Officer’s agenda, partnering closely with the Chief of Staff to drive strategic priorities, operating rhythm, and executive decision-making. You will translate enterprise strategy into action—owning the coordination, materials, and governance that enable leadership teams to execute with clarity, speed, and accountability.

Key Responsibilities

• Partner with the Chief of Staff to advance the Chief Strategy Officer’s priorities, leadership agenda, operating cadence, and leadership routines—including agenda setting, decision frameworks, and follow-through tracking
• Develop executive-ready communications, presentations, briefing materials, and leadership readouts, synthesizing key decisions, risks, insights, and next steps with clear and consistent messaging
• Coordinate and manage high-priority strategic initiatives across business units, ensuring alignment with enterprise goals and timelines
• Act as a strategic delivery partner, managing deliverables in a fast-paced, client-service-oriented environment with shifting priorities
• Establish and maintain governance mechanisms, including action trackers, decision logs, timelines, and progress reporting
• Drive cross-functional collaboration and alignment across Strategy leadership, business partners, and enterprise stakeholders
• Identify opportunities to improve operating processes, team effectiveness, and execution discipline across the Strategy organization

Required Qualifications

• 10+ years of experience in strategy, consulting, business operations, project management, or a related field
• Demonstrated experience supporting executive teams or C-suite leaders, including managing operating cadence and leadership priorities
• Proven ability to lead complex, cross-functional initiatives without direct authority, influencing outcomes across matrixed organizations
• Exceptional written and verbal communication skills, with the ability to independently produce executive-ready materials
• Strong problem-solving and critical thinking capabilities, with the ability to synthesize complex information into clear insights and recommendations

Preferred Qualifications

• Experience in management consulting, corporate strategy, or enterprise PMO environments
• Experience working in highly matrixed, fast-paced organizations with competing priorities
• Familiarity with healthcare or regulated industries is a plus

Education

• Bachelor’s degree required (or equivalent combination of education and relevant work experience)

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: 07/04/2026

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