Director of Enterprise Agile Delivery (Remote)

CVS Health; Frankfort (KY); Hybrid; USD 144,000 - 288,000; Full time

Job summary

CVS Health in Hartford, CT or Pittsburgh, PA hybrid is seeking an experienced senior agile leader to guide enterprise delivery across complex technology initiatives. You will build and coach cross‑functional teams, partner with Engineering and Product to translate roadmaps into value‑driven outcomes, and drive Agile adoption at scale while managing substantial budgets.

Ideal candidates have 10–15+ years in tech leadership, 3–5 years managing 5+ direct reports, and a track record of large‑scale

Qualifications

• 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.
• Proven experience implementing Agile practices in complex, cross‑functional environments.
• Familiarity with SAFe and Waterfall methodologies.
• 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.

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.
• 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.

Skills

Agile leadership

Agile coaching

Budget management

Stakeholder engagement

Program leadership

Cross-functional collaboration

Risk mitigation

Change management

Enterprise strategy

SAFe experience

Education

Bachelor's degree

Job description

CVS Health in Hartford, CT or Pittsburgh, PA hybrid is seeking an experienced senior agile leader to guide enterprise delivery across complex technology initiatives. You will build and coach cross‑functional teams, partner with Engineering and Product to translate roadmaps into value‑driven outcomes, and drive Agile adoption at scale while managing substantial budgets.

Ideal candidates have 10–15+ years in tech leadership, 3–5 years managing 5+ direct reports, and a track record of large‑scale