Director of Agile Practice & Enterprise Delivery

CVS Health

Augusta (ME)

Hybrid

USD 144,000 - 288,000

Full time

4 days ago
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Job summary

CVS Health is seeking a seasoned leader to drive Agile delivery across complex technology programs. You will shape scrum structures, coach teams, and align delivery with enterprise strategy for Medicare and strategic initiatives.

You will oversee a $35M–$50M portfolio and direct 10–12 Agile leads, shaping staffing and talent development while ensuring governance and regulatory compliance. The role emphasizes collaboration with Product Owners, Technology Leads, and executives to deliver long-term

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, 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.

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

People management
Budget management
Agile delivery
SAFe
Waterfall
Enterprise strategy
Transformation initiatives
Problem solving
Growth mindset
Innovation management
Digital transformation

Education

Bachelor’s degree

Job description

CVS Health is seeking a seasoned leader to drive Agile delivery across complex technology programs. You will shape scrum structures, coach teams, and align delivery with enterprise strategy for Medicare and strategic initiatives.

You will oversee a $35M–$50M portfolio and direct 10–12 Agile leads, shaping staffing and talent development while ensuring governance and regulatory compliance. The role emphasizes collaboration with Product Owners, Technology Leads, and executives to deliver long-term

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