Executive Director & Chief of Staff, Pharmacy Services Strategy

CVS Health Corporation

Northbrook (IL)

On-site

USD 132,000 - 303,000

Full time

12 days ago
Application generator

A complete application in a minute — tailored resume and cover letter, ready to send.

Get past ATS filters

Job 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 guide strategic priorities, translate strategy into action, and strengthen accountability 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.

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.
  • Experience within pharmacy services, pharmacy benefit management, healthcare, regulated industries, or complex service operations highly valued.
  • Bachelor's degree required; advanced degree preferred.

Responsibilities

  • 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.
  • 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.
  • 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.

Skills

Leadership experience
Strategy development
Cross-functional leadership
Finance acumen
Governance establishment
Executive communication
Problem solving
Relationship building
Healthcare experience
Advanced degree preferred

Education

Bachelor's degree
MBA or advanced degree

Job description

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 guide strategic priorities, translate strategy into action, and strengthen accountability 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.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Strategic Chief of Staff to COO, Pharmacy Services
Strategic Chief of Staff to COO, Pharmacy Services

CVS Health Corporation • Chicago (IL)

On-site
USD 132,000 - 303,000
Medical, dental, vision coverage
Paid time off
Retirement savings options
+1
Executive Director, Pharmacy Communications & Strategy
Executive Director, Pharmacy Communications & Strategy

CVSHealth • Massachusetts

On-site
USD 100,000 - 232,000
Equity program
Comprehensive benefits
Bonus eligibility
Executive Director, Chief of Staff - Pharmacy Services Operations
Executive Director, Chief of Staff - Pharmacy Services Operations

CVS Health Corporation • Chicago (IL)

On-site
USD 132,000 - 303,000
Medical, dental, vision coverage
Paid time off
Retirement savings options
+1
Executive Director, Chief of Staff - Pharmacy Services Operations
Executive Director, Chief of Staff - Pharmacy Services Operations

CVS Health Corporation • Northbrook (IL)

On-site
USD 132,000 - 303,000
Finance Ops & Strategy Lead - Specialty Pharmacy
Finance Ops & Strategy Lead - Specialty Pharmacy

CVS Health Corporation • Connecticut

Hybrid
USD 110,000 - 183,000
Medical
Dental
Vision coverage
+3
Strategic Executive Assistant to VP, Pharmacy Services
Strategic Executive Assistant to VP, Pharmacy Services

7505 Caremark, L.L.C. • Chicago (IL)

On-site
USD 47,000 - 112,000
Medical coverage
Dental coverage
Vision coverage
+2
Finance Ops & Strategy Lead — Growth & Forecasting
Finance Ops & Strategy Lead — Growth & Forecasting

CVS Health Corporation • United States

Remote
USD 83,000 - 183,000
Bonus program
Equity awards
Comprehensive benefits
Strategic Finance & Operations Manager, Healthcare Growth
Strategic Finance & Operations Manager, Healthcare Growth

CVSHealth • Massachusetts

On-site
USD 83,000 - 183,000
Medical coverage
Dental coverage
Vision coverage
+2
Strategic Chief of Staff for System Pharmacy
Strategic Chief of Staff for System Pharmacy

Boston Medical Center • Boston (MA)

Hybrid
USD 141,000 - 204,000
Medical, dental, vision benefits
403(b) retirement plan with employer 3
Strategic Chief of Staff to SVP, Healthcare Analytics
Strategic Chief of Staff to SVP, Healthcare Analytics

NCSL International • New Hampshire

On-site
USD 132,000 - 303,000