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
CVS Health is seeking a highly strategic Executive Director, Chief of Staff, reporting to the Senior Vice President, Chief Operating Officer for Pharmacy Services. This leader will be responsible for shaping, and advancing key business priorities, translating strategy into coordinated execution, and strengthening accountability and operating discipline across the organization.
The Chief of Staff will serve as a strategic thought partner to the Chief Operating Officer for Pharmacy Services and his direct leadership team. This leader will play a critical role in driving clarity, alignment, and execution on initiatives of substantial scale, visibility and complexity. This individual will bring structure to complex business issues, anticipate risks and opportunities, and help ensure focus on the initiatives with the greatest operational, financial, client, and enterprise impact.
Key Responsibilities
Strategy Development and Execution
- Partner with the Chief Operating Officer to shape strategic priorities and translate them into actionable plans and measurable business outcomes.
- Lead complex, high-visibility, cross-functional initiatives spanning multiple teams and business areas.
- Ensure organizational priorities align with broader Pharmacy Services and enterprise objectives.
- Anticipate barriers, identify risks, and coordinate timely resolution of issues affecting business performance.
- Monitor progress against strategic commitments and drive corrective action when priorities or outcomes are at risk.
Business Management and Governance
- Establish and manage operating cadence, governance, and decision-making processes.
- Maintain visibility into strategic priorities, dependencies, risks, and performance.
- Establish reporting and performance management routines that strengthen accountability and execution.
- Partner with finance and analytics teams to support business planning, budgeting, investment prioritization, and resource allocation.
- Identify opportunities to improve processes, organizational effectiveness, and operating performance.
- Lead planning for leadership meetings, business reviews, town halls, and other key forums, ensuring clear decisions and follow-through.
Executive Communications, Insights, and Decision Support
- Serve as a trusted advisor and thought partner to the Chief Operating Officer.
- Frame complex business issues, evaluate options, and develop clear recommendations for executive decision-making.
- Develop executive-level presentations, briefings, communications, and other materials for senior leadership and key stakeholders.
- Connect leaders with functional and delivery teams to support alignment, accountability, and execution.
- Build strong relationships across Pharmacy Services and the enterprise to advance shared priorities.
- Support the Chief Operating Officer in key meetings and cross-functional forums, as appropriate.
- Handle sensitive business matters with sound judgment, discretion, and confidentiality.
Required Qualifications
- 10+ years of leadership experience in business operations, strategy, management consulting, transformation, program leadership, or a related discipline.
- Demonstrated experience shaping strategy and translating priorities into coordinated execution and measurable business results.
- Proven success leading complex, enterprise-wide, cross-functional initiatives in a large, matrixed organization.
- Strong business, financial, operational, and analytical acumen.
- Experience establishing governance, management routines, and accountability across a complex organization.
- Demonstrated ability to partner with senior executives and influence across organizational boundaries.
- Exceptional written and verbal communication skills, including developing executive-level presentations and recommendations.
- Strong judgment and problem-solving capabilities, with the ability to bring clarity and structure to complex or ambiguous situations.
- Ability to build effective relationships and work across all levels of the organization.
- Experience within pharmacy services, pharmacy benefit management, healthcare, regulated industries, or complex service operations highly valued.
- Bachelor’s degree required; advanced degree preferred.
Preferred Qualifications:
- Advanced degree (Masters or MBA).
- Prior experience in Management Consulting, a Chief of Staff role, or internal strategy team.
- Experience supporting or advising SVP+ leadership.
Pay Range
The typical pay range for this role is:
$131,500.00 - $303,195.00
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.
Additional details about available benefits are provided during the application process and on Benefits Moments.
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Skills Required
- 10+ years of leadership experience in business operations, strategy, management consulting, transformation, program leadership, or a related discipline
- Experience shaping strategy and translating priorities into coordinated execution and measurable business results
- Experience leading complex, enterprise-wide, cross-functional initiatives in a large, matrixed organization
- Strong business, financial, operational, and analytical acumen
- Experience establishing governance, management routines, and accountability across a complex organization
- Experience partnering with senior executives and influencing across organizational boundaries
- Exceptional written and verbal communication skills, including executive-level presentations and recommendations
- Strong judgment and problem-solving capabilities in complex or ambiguous situations
- Ability to build effective relationships and work across all levels of the organization
- Bachelor's degree
- Experience within pharmacy services, pharmacy benefit management, healthcare, regulated industries, or complex service operations
- Advanced degree, such as a Master's degree or MBA
- Prior experience in management consulting, a Chief of Staff role, or an internal strategy team
- Experience supporting or advising SVP-level or higher leadership
CVS Health Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about CVS Health and has not been reviewed or approved by CVS Health.
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Healthcare Strength — Health coverage includes medical, dental, and vision with HSA-eligible options, free preventive care, virtual care, and access to MinuteClinic services. Mental-health resources such as counseling support are emphasized, and coverage is often considered solid for full-time colleagues.
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Retirement Support — A dollar-for-dollar 401(k) match up to 5% after one year and an Employee Stock Purchase Plan are consistently highlighted in Total Rewards materials. Feedback suggests retirement programs are a meaningful strength within the overall package.
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Wellbeing & Lifestyle Benefits — Wellbeing offerings include up to 20 no-cost counseling sessions per issue, backup care, tuition assistance, and substantial in-store discounts, alongside broader wellness tools. These everyday perks expand value beyond base pay and can be especially meaningful for full-time schedules.
CVS Health Insights
What We Do
CVS Health is the leading health solutions company that delivers care in ways no one else can. We reach people in more ways and improve the health of communities across America through our local presence, digital channels and our nearly 300,000 dedicated colleagues – including more than 40,000 physicians, pharmacists, nurses and nurse practitioners. Wherever and whenever people need us, we help them with their health – whether that’s managing chronic diseases, staying compliant with their medications, or accessing affordable health and wellness services in the most convenient ways. We help people navigate the health care system – and their personal health care – by improving access, lowering costs and being a trusted partner for every meaningful moment of health. And we do it all with heart, each and every day.
