Lead Director, Agile Practice Management

CVS Health•Work At Home-Connecticut, CT

1d•$144,200 - $288,400•Hybrid

About The Position

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. 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.

Requirements

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.

Nice To Haves

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

Responsibilities

Leads end-to-end delivery of a portfolio of strategic and regulatory technology initiatives.
Drives outcomes, financial discipline, and team-of-teams performance.
Balances strategic portfolio oversight with hands-on program leadership.
Partners with Engineering, Product, Architecture, Finance, and business leaders to set priorities, manage investments, and turn strategy into predictable, measurable results.
Develops Program Managers, Project Managers, and Scrum Masters.
Serves as the central connector between technology leaders and business stakeholders.
Stands up and matures programs.
Sets consistent governance and reporting standards.
Manages portfolio financials across capital and operating expense, including forecasting, variance management, capacity planning, and investment trade-offs.