Lead Director, Project Management

CVS Health

. Serve as a trusted advisor to the VP, providing insight, analysis, and recommendations on priorities, risks, and organizational effectiveness .

Posted 11/9/2026full-timeRemote • Illinois • United StatesSenior💰 $100,000 - $231,540 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in technology strategy and product leadership, with a strong focus on operational excellence and cross-functional collaboration. Proven ability to synthesize complex information and communicate effectively at the executive level.

Highest-signal resume keywords

Technology StrategyProduct LeadershipExecutive-Level CommunicationAnalytical Problem-SolvingOperational Excellence

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Strategic PlanningBudget ManagementCapacity ModelingChange ManagementResource ManagementOperational Rhythm DesignExecutive-Level PresentationsRisk ManagementTalent StrategyProgram Execution

Soft Skills

CollaborationInfluenceDiscretionMaturityTrust

Certifications & Qualifications

MBAMaster's Degree

Industry Keywords

HealthcarePBMInsuranceFinancial Services

About the role

Key responsibilities & impact

Serve as a trusted advisor to the VP, providing insight, analysis, and recommendations on priorities, risks, and organizational effectiveness
Design, implement, and optimize the operating rhythm for the Client & Member Experience team
Lead preparation and follow-ups for leadership meetings, QBRs, MBRs, program reviews, special projects, and executive discussions
Partner with HR on talent strategy, staffing, onboarding, headcount planning, and succession pipelines
Partner with HR and Finance on resource management and financial adherence
Align priorities, resource allocation, and dependencies across Product Management and Technology Operations
Unblock cross-team issues and create predictability in product and program execution
Develop executive-level presentations, strategy documents, communications, and business narratives
Craft messaging for product/program updates, leadership updates, operating model changes, and investment cases
Lead high-impact, VP-sponsored operational, engagement, and change management initiatives
Manage confidential and sensitive initiatives requiring executive discretion
Maintain an escalation log and risk register, brief the VP before leadership discussions, and track closure
Drive clarity, transparency, collaboration, and continuous improvement as a culture champion
Monitor team morale, workload balance, role clarity, and leadership alignment
Triage decisions, align stakeholders, and focus the VP on highest-leverage activities
Prepare briefing materials, analysis, insights, and recommendations for complex decisions
Represent the VP in key meetings when needed

Requirements

What you’ll need

10+ years of experience in technology strategy, product/program leadership and/or technology operations
Experience supporting senior executives or leading cross-functional technology programs
Exceptional written and verbal communication skills with the ability to synthesize complexity
Proven ability to lead through influence in large, matrixed organizations
Strong analytical, problem-solving, and strategic planning skills
Experience with executive-level financials, including budget, headcount, and capacity models
Bachelor’s degree or equivalent experience required
Experience in healthcare, PBM, insurance, or financial services preferred
MBA or master’s degree preferred
Executive presence, discretion, maturity, and high trust
Strategic thinking and ability to convert vision into clear plans, priorities, and measurable outcomes
Collaboration and influence across senior leaders and cross-functional teams
Operational excellence and execution rigor
Advanced executive storytelling and communication skills

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