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CVS Health

Lead Director, Rules Strategy & Transformation

Posted Yesterday
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In-Office or Remote
Hiring Remotely in Wellesley, MA, USA
100K-232K Annually
Senior level
In-Office or Remote
Hiring Remotely in Wellesley, MA, USA
100K-232K Annually
Senior level
Lead strategy to modernize Commercial product rule writing through AI, process redesign, and data governance. Drive transformation from operational execution to strategic, scalable rule management; lead change management, build team capabilities, and represent the function on cross-functional initiatives to improve efficiency, quality, compliance, and business agility.
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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 SummaryThe Lead Director, Rules Strategy & Transformation will lead the future-state strategy for Commercial business product rule writing, defining how the organization modernizes the Rules function through AI, process redesign, and stronger product data governance. This leader will drive a shift from primarily operational rule execution to a more strategic, scalable, and insight-driven model that improves efficiency, quality, compliance, and business agility. As a key member of the Product Data and Applications leadership team, this role will help shape the broader team’s priorities and represent the organization on cross-functional initiatives requiring strategic thinking, innovation, and enterprise influence.Key ResponsibilitiesStrategic Leadership
  • Set the vision and strategic roadmap for the future of rule writing, aligning people, process, data, and technology to create a more scalable and intelligent operating model.
  • Lead the transformation of the Rules function from transactional execution to a more strategic, insight-driven capability without sacrificing governance, control, or business confidence.
  • As a key member of the leadership team, help shape broader organizational strategy, priorities, and transformation efforts.
  • Represent the broader organization on multi-functional initiatives that require creative problem solving, strategic thinking, and strong enterprise partnership.
  • Act as a connector across business, operational, and technical teams to drive clarity, remove friction, and accelerate progress.
Team Leadership and Capability Building
  • Provide leadership, direction, and development for the Rules function as it evolves to meet future business needs.
  • Build organizational capability in strategic thinking, process improvement, AI adoption, and modern rule-management practices.
  • Lead change management, creating clarity around roles, priorities, and required capabilities for the future-state team.
  • Foster a culture of innovation, accountability, partnership, and continuous improvement.
Required QualificationsThe candidate will be a strategic thinker and innovator who can see beyond current operations and define a compelling future state, have a strong work ethic, be a self-starter, and be highly productive in a dynamic and collaborative environment.  The candidate will be expected to have the following key attributes:
  • 7-10 years demonstrated success leading strategic transformation, process redesign, or operating model evolution.
  • Experience identifying and advancing AI, automation, or digital innovation opportunities in a business setting.
  • A thought leader who can translate innovation into practical business value
  • Strong executive presence with the ability to influence leaders and cross-functional partners at multiple levels in a highly matrixed environment
  • Proven capability managing teams through change
  • Strong executive communication skills, including the ability to distill complex ideas into clear narratives, presentations, and leadership updates.
Preferred Qualification
  • Experience with Aetna Quoting Center (AQC) and Configure Price Quote (CPQ) applications.
  • PMP Certification
  • Knowledge of medical and pharmacy benefits
  • Attention to detail
Education
  • Bachelor’s degree preferred or equivalent combination of education and relevant professional experience.

Pay Range

The typical pay range for this role is:

$100,000.00 - $231,540.00


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.

We anticipate the application window for this opening will close on: 08/25/2026

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

CVS Health Boston, Massachusetts, USA Office

Boston, Massachusetts, United States, 02114

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