Senior Director, Agile Transformation & Delivery

CVS Health; Cheyenne (WY); Hybrid; USD 144,000 - 288,000; Full time

Benefits offered by this job

Medical, dental, and vision coverage

Paid time off

Retirement savings options

Wellness programs

Job summary

CVS Health is seeking an experienced Agile Delivery Leader to drive enterprise execution across complex technology programs. You will establish scrum team structures, coach through change, and align delivery with enterprise strategy for Medicare and other strategic initiatives.

You will oversee a $35M–$50M annual portfolio and a team of 10–12 Scrum Masters/PMs, shaping governance, metrics, and transformation programs with a focus on faster time-to-market and value delivery.

Qualifications

• 10–15+ years of professional experience, including 3–5 years in people management roles with 5+ direct reports.
• Experience managing budgets of $30M+
• Proven experience implementing Agile practices in complex, cross-functional environments
• Familiarity with 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.

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.

Skills

Agile delivery

Leadership

Stakeholder management

Budget management

Strategic thinking

Problem solving

Education

Bachelor's degree

Job description

CVS Health is seeking an experienced Agile Delivery Leader to drive enterprise execution across complex technology programs. You will establish scrum team structures, coach through change, and align delivery with enterprise strategy for Medicare and other strategic initiatives.

You will oversee a $35M–$50M annual portfolio and a team of 10–12 Scrum Masters/PMs, shaping governance, metrics, and transformation programs with a focus on faster time-to-market and value delivery.