Lead Director – Agile Practice Management

This is a fully remote position, open to applicants in Connecticut.

📋 Description

• Oversee the comprehensive delivery of a portfolio comprising strategic and regulatory technology initiatives within Aetna's Commercial and Distinct Client Segments Delivery.

• Propel execution, outcomes, financial discipline, and performance across teams.

• Offer strategic portfolio oversight alongside hands-on program leadership.

• Collaborate with Engineering, Product, Architecture, Finance, and business leaders to prioritize, manage investments, and translate strategy into measurable outcomes.

• Cultivate the skills of Program Managers, Project Managers, and Scrum Masters.

• Act as the primary link between technology leaders and business stakeholders.

• Initiate and enhance programs.

• Define and implement consistent governance and reporting standards.

• Oversee portfolio financials, including capital and operating expenses, forecasting, variance management, capacity planning, and investment trade-offs.

• Lead executive operating reviews, investment assessments, and cross-organization governance forums.

• Coordinate with internal and external staffing partners.

• Foster delivery predictability, financial transparency, portfolio health, accountability, and continuous improvement.

⛳️ Requirements

• Minimum of 10 years of experience in program and portfolio management, encompassing large-scale, complex technology and business transformation initiatives within sizable, matrixed organizations.

• At least 5 years of experience managing extensive enterprise portfolios, including budgets exceeding $25M annually, with a focus on strategic planning, prioritization, governance, and execution.

• Over 5 years in a formal leadership role, developing teams of project, program, and portfolio management professionals, including responsibilities for hiring, performance management, and talent development.

• Proven experience in establishing new programs, including the development of operating rhythms, governance, and delivery practices from the ground up.

• Accountability for portfolio budgets, including forecasting, variance management, capital versus operating expenses, and making investment trade-off decisions.

• Capability to establish governance aligned with enterprise standards.

• Proficiency in utilizing Jira, Rally, Clarity, and other portfolio planning and financial management tools.

• Strong executive communication and influence skills with VP and SVP leaders.

• Experience operating within large, highly matrixed enterprise environments.

• Current Agile, program/project management, or equivalent professional certification such as SAFe, RTE, SPC, CSM, and/or PMP.

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

🏝️ Benefits

• CVS Health bonus, commission, or short-term incentive program.

• Equity award program.

• Medical coverage.

• Dental coverage.

• Vision coverage.

• Paid time off.

• Retirement savings options.

• Wellness programs.

• Additional resources to support physical, emotional, and financial well-being.