Lead Director, Agile Practice Management

CVS Health

4d•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. Role Overview We are seeking an accomplished IT leader to serve as Director, IT Portfolio & Program Delivery. This is a high-impact leadership position responsible for overseeing a diverse, strategically important portfolio of technology initiatives and ensuring the highest standards of delivery, governance, and organizational alignment. In this role, you will lead and support multiple, concurrent programs totaling 500,000+ hours of work and representing $40M of annual investment. You will be responsible for connecting business strategy to execution, creating structure and predictability in how work gets done, and ensuring that program outcomes translate into tangible value for the enterprise. Success in this role requires a rare combination of portfolio thinking, hands-on program delivery expertise, and strong stakeholder leadership across technology and business partners.

Requirements

10+ years leading Program Managers, agile (scrum) teams, and technology teams to deliver strategic technology products at scale.
Proven experience managing IT portfolios and delivering complex, multi-year programs in large-scale, matrixed organizations as well as budget exceeding $40M.
5+ years of experience as a people leader with direct reports
Demonstrated ability to flex between strategic portfolio oversight and hands-on program management when circumstances require it.
Experience designing, implementing, and continuously improving program and portfolio governance structures.
Strong communication and executive presence; skilled at influencing up, down, and across the organization, including with senior executives.
High standards for quality, accountability, and stakeholder engagement, with a track record of driving results through others.
Comfort operating in ambiguous environments, connecting the dots across disparate efforts, and driving clarity and alignment among diverse stakeholders.
Familiarity with portfolio management and product model toolsets (e.g., Rally, roadmap tools, initiative planning tools, financial tracking) and a willingness to deepen that expertise.

Responsibilities

Portfolio Ownership and Strategy
Program Leadership and Delivery Excellence
Governance, Process, and Standards
Stakeholder Management and Executive Communication
Risk Management and Problem Solving
Team Leadership and Culture

Benefits

Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.
No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.
Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

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