Lead Director - Agile Practice Management

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
The Lead Director, Agile Practice Management leads end-to-end delivery of a portfolio of strategic and regulatory technology initiatives within Aetna Commercial and Distinct Client Segments (DCS) Delivery. This role is focused on delivery execution, driving outcomes, financial discipline, and team-of-teams performance. The Lead Director balances strategic portfolio oversight with hands-on program leadership. They partner with Engineering, Product, Architecture, Finance, and business leaders to set priorities, manage investments, and turn strategy into predictable, measurable results.

This leader develops Program Managers, Project Managers, and Scrum Masters and serves as the central connector between technology leaders and business stakeholders. They stand up and mature programs, set consistent governance and reporting standards, and manage portfolio financials across capital and operating expense, including forecasting, variance management, capacity planning, and investment trade-offs. Success is measured by delivery predictability, financial transparency, portfolio health, and a culture of accountability and continuous improvement.

Location: Hybrid in Hartford, CT office preferred. Will consider remote.

Required Qualifications

• 10+ years of experience in program and portfolio management, including managing large-scale, complex technology and business transformation initiatives in large, matrixed organizations.
• 5+ years of experience managing large enterprise portfolios, including budgets exceeding $25M annually, with responsibility for strategic planning, prioritization, governance, and execution.
• 5+ years in a formal people leadership role developing teams of project, program, and portfolio management professionals including HR responsibilities such as hiring, performance management, and talent development.
• Experience standing up new programs, including building operating rhythms, governance, and delivery practices from the ground up
• Ownership of portfolio budgets, including forecasting, variance management, capital vs. operating expense, and investment trade-off decisions
• Ability to establish governance that keeps scope, schedule, budget, quality, and metrics accurate, transparent, and aligned to enterprise standards
• Expertise using project and portfolio management tools such as Jira, Rally, Clarity, and other portfolio planning and financial management platforms.
• Strong executive communication and influence with VP and SVP leaders, with the ability to turn complex information into clear decisions and actions
• Experience operating in large, highly matrixed enterprise environments
• Current Agile, program/project management, or equivalent professional certification such as SAFe, RTE, SPC, CSM, and/or PMP.

Preferred Qualifications

• Healthcare or insurance payer experience, ideally supporting Commercial lines of business
• Experience facilitating executive operating reviews, investment reviews, and cross-organization governance forums
• Experience coordinating internal and external staffing partners
• Expertise in product operating models
  

Education

• Bachelor’s degree in computer science, Business Management, Information Technology, or a related field required. Equivalent combination of education, specialized training, certifications, and relevant professional experience will be considered.
• Master's degree preferred.

Pay Range

The typical pay range for this role is:

$144,200.00 - $288,400.00

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: 12/01/2026

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