Lead Director, Agile Practice Management

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

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

Position Summary

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.

What you will do

• 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.

Location: Hartford, CT or Pittsburg, PA hybrid highly preferred. Will consider remote.

Required 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.

Preferred Qualifications

• Agile Certification (e.g., SM, RTE, SPC, ICP‑ACC) preferred

• PMP Certification preferred

Education

Bachelor's degree preferred/specialized training/relevant professional qualification

Pay Range

The typical pay range for this role is:

$144,200.00 - $288,400.00

This pay range represents the base hourly rate or base annual full‑time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short‑term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Additional details about available benefits are provided during the application process and on Benefits Moments (https://learn.bswift.com/cvshealth-mainland) .

We anticipate the application window for this opening will close on: 10/27/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

CVS Health is an equal opportunity/affirmative action employer, including Disability/Protected Veteran — committed to diversity in the workplace.