Lead Director, Agile Practice Management

CVS Health•Hartford, CT

1d•$144,200 - $288,400•Hybrid

About The Position

Leads Agile implementation across new programs and products, establishing scrum team structures, coaching through change, and managing Agile Practice Leads. Owns delivery of cross-functional, cross-domain technology initiatives. Contributes to enterprise technology strategy and product alignment including selection of new processes, influencing product model implementation, and execute on technology solutions. Develops and executes strategies to monitor and measure team performance through established metrics, promoting self-organization, autonomy, and continuous improvement. Collaborates with Product Owners, Technology Leads, and Executive Stakeholders to drive outcomes and long-term value through Medicare and other strategic initiatives. Oversees a budget of $35M–$50M and directly leads 10–12 Agile Practice Leads (Scrum Masters, Program Managers). Drives staffing strategy, talent development, and succession planning to build high-performing, future-ready teams.

Requirements

10–15+ years of professional experience, including 3–5 years in people management roles with 5+ direct reports
Experience managing budgets of $30M+
Strong execution and delivery skills, with a focus on planning, risk mitigation, and stakeholder engagement
Proven experience implementing Agile practices in complex, cross-functional environments
Familiarity with additional software delivery methodologies including SAFe and Waterfall
Demonstrated ability to influence enterprise strategy and lead large-scale transformation initiatives
Mastery of problem-solving, decision-making, and growth mindset principles
Experience with innovation management, emerging technologies, and digital transformation.

Nice To Haves

Agile Certification (e.g., SM, RTE, SPC, ICP-ACC) preferred
PMP Certification preferred

Responsibilities

Lead enterprise delivery of multiple, highly complex technology initiatives aligned to government lines of business.
Partner with Engineering and Product teams to execute delivery of value-based outcomes based on the product roadmap.
Contribute to business objectives and strategies to increase productivity and enable faster time-to-market for products and features in order to stay competitive in a rapidly evolving market.
Manage annual portfolio budgets of $35M – $50M and a team of 10-12 scrum masters and/or program managers.
Identifies initiative delivery risks and issues, and manages through to mitigation and resolution.
Drive Agile adoption across the organization including engage with executive stakeholders to communicate Agile value, influence prioritization, and support strategic decision-making.
Drive business outcomes by increasing productivity, accelerating time-to-market, and enhancing cross-functional collaboration.
Develop and execute change management plans to support Agile transformation and sustainability.
Define and manage metrics and reporting standards to provide visibility into Agile performance and inform continuous improvement.
Lead talent development initiatives, including coaching, mentoring, and succession planning.
Contributes to top-level decision making on delivery governance and compliance protocols to ensure adherence with organizational policies, standards, and regulations.