Lead Director, Enterprise Transformation Execution

CVS Health

. Own the change agenda for enterprise transformation .

Posted 9/21/2026full-timeHartford • Connecticut • United StatesSenior💰 $100,000 - $231,540 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading enterprise transformation initiatives, including strategic execution, program management, and cross-functional collaboration. Proven ability to influence stakeholders and deliver results in highly matrixed organizations while maintaining exceptional communication and analytical skills.

Highest-signal resume keywords

Enterprise Transformation LeadershipCross-Functional Initiative ManagementExecutive Communication SkillsProgram Management ExpertiseStrategic Execution

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Program ManagementStrategic ExecutionChange ManagementAnalytical SkillsProblem-SolvingGovernanceMilestone TrackingDigital TransformationService Model DesignAI Capabilities Scaling

Soft Skills

Influencing Without AuthorityOrganizational SkillsPresentation Skills

Tools & Technologies

Enterprise PMOService Operations Transformation PMO

Industry Keywords

Health CareInsuranceRegulated Service OperationsCustomer ExperienceService Delivery Models

About the role

Key responsibilities & impact

Own the change agenda for enterprise transformation
Deliver enterprise transformation workplans and milestones day to day
Lead executive governance and decision forums that keep transformation work moving
Execute the Service Model north star
Carry transformation commitments from planning through adoption
Coordinate with the Service Operations Transformation PMO and the run-the-business seat
Provide integrated planning and executive decision support
Influence business, operations, technology, digital, product, clinical, finance, compliance, and external partners
Lead large-scale, cross-functional initiatives across a highly matrixed organization

Requirements

What you’ll need

10+ years in strategy, operations, transformation, program management, consulting, or business performance
Proven success leading large-scale, cross-functional initiatives in highly matrixed organizations
Track record of carrying a defined program end to end — plan, governance, milestones, and adoption — not only supporting one
Demonstrated ability to influence without direct authority and to deliver as a senior individual contributor
Exceptional executive communication and presentation skills, including experience presenting to senior executives
Strong analytical, problem-solving, and organizational capabilities
Bachelor’s degree or equivalent experience
Preferred: Enterprise PMO, business transformation, strategic execution, or large-scale program delivery leadership
Preferred: Chief of staff, strategy office, or transformation office experience supporting an executive leadership team
Preferred: Service or operating model design and target-state roadmap execution
Preferred: Scaling automation and AI capabilities across multiple functions
Preferred: Working knowledge of digital transformation, AI-enabled operations, customer experience, service delivery models, or operating model design
Preferred: Health care, insurance, or other regulated service operations environments

Benefits

Comp & perks

Medical coverage
Dental coverage
Vision coverage
Paid time off
Retirement savings options
Wellness programs
Other resources supporting physical, emotional, and financial well-being
CVS Health bonus, commission or short-term incentive program
Equity award program