Senior Director, Enterprise Agile Delivery

CVS Health; Honolulu (HI); Hybrid; USD 144,000 - 288,000; Full time

Benefits offered by this job

Bonus program

Equity award program

Comprehensive benefits package

Job summary

CVS Health is seeking a seasoned Agile leader to drive delivery across complex programs, establish scrum structures, coach through change, and align technology initiatives with business strategy.

You will oversee a $35M–$50M annual budget and directly lead 10–12 Agile Practice Leads, partnering with Product Owners and executives to accelerate value delivery and transformation. Hybrid work in Hartford, CT or Pittsburgh, PA is available, with remote options considered.

Qualifications

• 10–15+ years of professional experience, including 3–5 years in people management with 5+ direct reports.
• Experience managing budgets of $30M+ with strong execution and delivery, planning, risk mitigation, and stakeholder engagement.
• 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 transformation initiatives.

Responsibilities

• Lead enterprise delivery of multiple, highly complex technology initiatives aligned to government lines of business.
• Partner with Engineering and Product teams to deliver value-based outcomes per the product roadmap.
• Contribute to objectives and strategies to increase productivity and accelerate time‑to‑market for products and features.
• Manage annual portfolio budgets of $35M–$50M and a team of 10–12 scrum masters and/or program managers.
• Identify initiative delivery risks and issues, and drive mitigation and resolution.
• Drive Agile adoption across the organization and engage executives to communicate Agile value.
• Drive business outcomes by increasing productivity and enabling faster time‑to‑market through collaboration.
• Develop and execute change management plans to support Agile transformation and sustainability.
• Define and manage metrics and reporting standards for Agile performance.
• Lead talent development initiatives, coaching, mentoring, and succession planning.
• Contribute to top‑level governance and compliance decisions.

Skills

Agile delivery leadership

Budget management

Stakeholder engagement

Cross-functional leadership

SAFe & Waterfall familiarity

Education

Bachelor's degree

Tools

SAFe

Waterfall

Scrum framework

Job description

CVS Health is seeking a seasoned Agile leader to drive delivery across complex programs, establish scrum structures, coach through change, and align technology initiatives with business strategy.

You will oversee a $35M–$50M annual budget and directly lead 10–12 Agile Practice Leads, partnering with Product Owners and executives to accelerate value delivery and transformation. Hybrid work in Hartford, CT or Pittsburgh, PA is available, with remote options considered.