Manager, POS Experience Strategy, Roadmap & Prioritization

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.

Job Purpose and Summary

The POS Experience Strategy, Roadmap & Prioritization Manager owns how demand for point-of-sale (POS) change is captured, evaluated, and sequenced across every checkout experience in our retail stores. This leader operates the centralized intake for all POS project requests spanning staffed front store and pharmacy lanes, self-checkout, pharmacy check-in, and drive thru, and turns a high volume of competing ideas, defects, compliance mandates, and enhancement requests into a single, transparent, prioritized roadmap. Equally a strategist and an operator, this manager defines the criteria and cadence by which POS investments are ranked so that senior leadership aligns to prioritizing the work with the greatest customer value, financial return, risk reduction, or operational need is brought to market on the right timeline.
Data insights and disciplined decision support are the engine of this role. The Manager works hand in hand with Digital, Data, Analytics & Technology (DDAT) partners to review every intake request for feasibility, effort, dependency, and technical fit, and translates that analysis into clear, defensible prioritization recommendations. Using transaction performance, defect and incident trends, store and field feedback, and level of effort vs. impact scoring, this leader prepares the executive materials that drive alignment on what gets built, what waits, and why, ensuring leadership can make fast, informed trade-off decisions with full visibility to cost, benefit, and risk.
This role serves as a critical thought partner to Merchandising, Pharmacy Growth, Operations, DDAT, Finance, Legal, Compliance, Asset Protection, Field Operations, and vendor partners to align the POS roadmap, surface risk and dependency early, and lead an intake-to-launch operating model that scales. The Manager also leads the development of field and store-facing communications for POS rollouts and new features, ensuring stores understand what is changing, why, and what is expected of them. Success requires the blend of strategic thinking and operational discipline; the ability to see the outcome, build the plan, rally cross-functional partners, and deliver clear, consistent communication across the enterprise.
This leader brings our values to life every day: caring, innovating with purpose, being accountable, and prioritizing safety and quality.

In this role, you’ll:

• Own the centralized intake of all POS project requests across staffed front store and pharmacy lanes, self-checkout, pharmacy check-in, and drive thru, establishing a single front door and consistent request standards.
• Partner with DDAT to review every request for feasibility, effort, dependencies, and technical fit, and translate that review into a clear, defensible prioritization view.
• Build and maintain a transparent, criteria-based POS roadmap that sequences work by customer value, financial return, risk reduction, and operational need.
• Prepare executive leadership materials that drive review, alignment, and prioritization decisions, enabling the highest-value and highest-need projects to reach market on the right timeline.
• Lead the development of field and store-facing communications for POS rollouts and new features, ensuring clarity on what is changing, why, and what stores must do.
• Facilitate recurring prioritization and roadmap governance forums with business, DDAT, and executive stakeholders to keep sequencing current as needs shift.
• Steward the intake and prioritization framework, including criteria, request templates, and service-level expectations for how requests move from submission to decision.
• Build strong partnerships across Store Operations, Pharmacy Growth, Merchandising, DDAT, Finance, Compliance, Field Operations, and vendor teams to enable aligned, efficient delivery of the POS roadmap.

Primary Job Duties & Responsibilities:

Centralized Intake & Request Management (30%)

• Operate the centralized intake for all POS project requests across staffed FS and RX lanes, self-checkout, pharmacy check-in, and drive thru, serving as the single point of entry for defects, enhancements, compliance mandates, and new initiatives
• Maintain standard request templates, submission requirements, and intake service levels so requests arrive complete and are triaged consistently
• Log, categorize, and track every request in a single source of truth, maintaining visibility to status, owner, and disposition from submission through decision
• Screen and clarify incoming requests with requestors to capture business problem, expected value, urgency, and success measures before review
• Provide requestors and stakeholders with clear, timely updates on where their request stands and the rationale for prioritization decisions

DDAT Partnership & Request Evaluation (25%)

• Partner with DDAT resources to review all POS project requests for technical feasibility, level of effort, dependencies, and architectural fit
• Translate DDAT input and business context into value-versus-effort and risk assessments that support objective ranking of competing requests
• Identify overlaps, duplicate requests, and shared dependencies across POS surfaces so related work can be bundled or sequenced efficiently
• Surface risk, compliance, and technical constraints early so trade-offs are understood before commitments are made
• Leverage data, defect and incident trends, and field feedback to strengthen the business case and evidence behind each prioritization recommendation

Prioritization Framework, Roadmap & Executive Alignment (25%)

• Own and evolve the POS prioritization framework, including scoring criteria and cadence, so ranking decisions are transparent, consistent, and defensible
• Build and maintain the enterprise POS roadmap, sequencing work so projects with the greatest value or need are brought to market on the right timeline
• Prepare executive leadership materials that clearly present options, trade-offs, cost, benefit, and risk to enable fast, aligned prioritization decisions
• Facilitate executive and cross-functional prioritization forums, documenting decisions, rationale, and changes to sequencing over time
• Re-prioritize proactively as business needs, compliance requirements, and technical realities change, keeping the roadmap current and trusted
• Track delivered outcomes against the value and need that justified prioritization, and feed learnings back into the framework

Rollout Communications & Cross-Functional Coordination (20%)

• Lead the development of field and store-facing communications for POS rollouts and new features, ensuring guidance is clear, timely, and action-oriented
• Partner with Store Operations, Pharmacy Growth, Merchandising, Field, and Training teams to align messaging, timing, and change readiness for each release
• Coordinate across business and DDAT partners to sequence launches, manage dependencies, and avoid conflicting changes reaching stores
• Set agendas, facilitate working sessions, document decisions, and track follow-up actions with clear owners and timelines across the intake-to-launch lifecycle

Required Qualifications

• 5-8 years of strategic planning, operations, and portfolio management experience

Preferred Qualifications

• Retail and/or Pharmacy experience

Education

• Bachelor degree required

Anticipated Weekly Hours

40

Time Type

Full time

Pay Range

The typical pay range for this role is:

$66,330.00 - $145,860.00

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. 
 

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: 09/10/2026

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