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Manager, Checkout Experience Operations
Manager, Checkout Experience Operations-March 2024
Santa Ana
Mar 28, 2026
ABOUT CVS HEALTH
CVS Health is a healthcare innovation company. Together, we are helping people on their path to better health.
10,000+ employees
Healthcare
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About Manager, Checkout Experience Operations

  Bring your heart to CVS Health. Every one of us at CVS Health shares a single, clear purpose: Bringing our heart to every moment of your health. This purpose guides our commitment to deliver enhanced human-centric health care for a rapidly changing world. Anchored in our brand — with heart at its center — our purpose sends a personal message that how we deliver our services is just as important as what we deliver. Our Heart At Work Behaviors™ support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient and affordable.

  Position Summary

  The Manager of Checkout Experience Operations is pivotal in driving the adoption of cutting-edge technology solutions, optimizing front store operations, and delivering an enhanced and seamless customer experience. As the Manager of Checkout Experience Operations, you will lead and oversee the modernization and implementation of technology solutions in the front store area for Retail Store Operations. As part of this role, this colleague will develop a comprehensive POS technology strategy for the front store, aligning it with the overall business objectives and customer experience goals. The role will involve planning and delivering technology modernization projects, which may include upgrading point-of-sale (POS) systems, implementing self-checkout solutions, integrating mobile payment options, and enhancements to streamline colleague process.

  You'll communicate with and travel to stores to obtain feedback from colleagues to understand current pain points and areas for opportunity. Your job will involve collaborating with various teams, such as Store Operations, IT, Marketing, Merchandising, Pricing, Promo, Compliance, Legal, and Customer Experience, and other members of Store Operations to ensure seamless integration and successful adoption of new solutions. You'll provide training and support tools for front store staff to ensure they are proficient in using new solutions and can deliver a smooth customer experience.

  Primary Job Duties & Responsibilities:

  Project Management

  Responsible for planning, setting objectives, developing, and executing new point of sale innovation and processes.

  Delivers comprehensive leadership updates regarding point-of-sale programs, outcomes, and roadmaps.

  Leads the creation of essential resources including job aids, training materials, communication plans, and knowledge articles. Collaborates with key partners such as Learning & Development, Retail Communications, IT and business partners as necessary to ensure colleagues are empowered with tool and process proficiency.

  Collects and analyzes data and feedback, utilizing insights to inform strategic decisions and refine processes and tools for optimal outcomes.

  Collaborates with Compliance, Legal, Marketing, Merchandising and other key partners to strategize and execute the most effective deployment of new processes and systems, aligning with the overall operational strategy and enhancing the FS experience.

  Travels frequently to stores to listen to feedback directly from the colleague and consumer, when appropriate, to create simplicity and support the “You asked, we listened” colleague listening strategy.

  Culture Talent Development

  Responsible for leadership development, succession planning, and driving engagement programs for the teams you oversee. Ensure development and mentorship of next generation of leadership talent.

  Creating a culture centered on inclusion and well-being will be a key responsibility in this role. Caring for our colleagues is a top priority, which translates to caring for our customers.

  Act as a trusted coach and mentor for team to develop and support IDPs for high potential talent

  Leverage existing enterprise tools, such as talent profiles and enterprise development programs, to develop talent.

  Stakeholder Influence and Change Management

  Drives change agility in self, team, and network

  Fully embraces organizational improvement initiatives, acting as a change agent with one’s own team and peers and partners.

  Leverages a results-oriented mindset, using metrics to monitor improvements.

  Provides both constructive and appreciative feedback on ideas and key initiative

  Look for ways to break through implementation barriers rather than be impeded by them.

  Develop and manage a standardized set of views that are used to internally monitor macro-level trends and key drivers of each

  Influences with and without authority to change mindsets of leaders, develop believers in the product and explain the benefits of the solution

  Crafts communications, in collaboration with the business communication team, to share highlights, updates, outcomes, and launch strategies with senior leaders, the field, and the stores.

  Strategic Planning

  Creates robust strategies under the guidance of the Senior Manager.

  Assigns appropriate timelines and accountabilities for items, empowering the working team to drive action steps to completion.

  Navigates ambiguity and change to achieve goals despite potential obstacles.

  Leads and participates in meetings/calls with corporate partners and retail executives.

  Champions innovation by bringing ideas to leadership as well as the broader Retail Leadership Team in an agile way, while balancing growth against financial risk and incremental cost to the organization.

  Required Qualifications

  5+ years’ experience working in retail, or in similar model.

  5+ years’ experience building a high-performing team.

  5+ years’ experience demonstrating the ability to think strategically and develop long-term plans that align with the organization's goals and objectives.

  5+ years leading project management experience leading from inception to end of project launch.

  5+ years’ experience creating new process and technology solutions in a fast-paced environment (retail experience a plus).

  5+ years root cause analysis, problem solving, and operating procedure innovation that creates optimal end user experiences.

  Track record of leading through ambiguity.

  5+ years’ experience leveraging strong communication skills to effectively influence and collaborate with team members and key stakeholders to achieve desired outcomes.

  Adaptability to work effectively in a hybrid work environment, which may include both remote and in-office work, while maintaining high productivity and communication standards.

  Advanced knowledge of change management techniques to move colleagues into the adoption phase of new processes in the most streamlined way possible.

  Demonstrates a high level of emotional intelligence.

  Proven track record of high performance.

  Advanced skills using the Microsoft Office Suite (Word, Excel, PowerPoint, Outlook).

  Regular and reliable attendance.

  Any additional tasks as directed by supervisor or manager.

  Occasional travel, up to 25%, may be required based on the needs of the business.

  Preferred Qualifications

  8+ years’ experience working in retail, point of sale solutions, or in similar model.

  8+ years’ experience demonstrating the ability to think strategically and develop long-term plans that align with the organization's goals and objectives.

  8+ years’ experience leveraging strong communication skills to effectively influence and collaborate with team members and key stakeholders to achieve desired outcomes.

  8+ years leading project management experience leading from inception to end of project launch.

  8+ years’ experience launching creating technology solutions in a fast-paced environment (retail launch experience a plus).

  Advanced skills using analytics tools such as SQL for data analysis and reporting.

  Education

  Bachelor's degree or equivalent relevant experience

  Pay Range

  The typical pay range for this role is:

  $63,300.00 - $139,200.00

  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. In addition to your compensation, enjoy the rewards of an organization that puts our heart into caring for our colleagues and our communities. The Company offers a full range of medical, dental, and vision benefits. Eligible employees may enroll in the Company’s 401(k) retirement savings plan, and an Employee Stock Purchase Plan is also available for eligible employees. The Company provides a fully-paid term life insurance plan to eligible employees, and short-term and long term disability benefits. CVS Health also offers numerous well-being programs, education assistance, free development courses, a CVS store discount, and discount programs with participating partners. As for time off, Company employees enjoy Paid Time Off (“PTO”) or vacation pay, as well as paid holidays throughout the calendar year. Number of paid holidays, sick time and other time off are provided consistent with relevant state law and Company policies. For more detailed information on available benefits, please visit jobs.CVSHealth.com/benefits

  CVS Health requires certain colleagues to be fully vaccinated against COVID-19 (including any booster shots if required), where allowable under the law, unless they are approved for a reasonable accommodation based on disability, medical condition, religious belief, or other legally recognized reasons that prevents them from being vaccinated.

  You are required to have received at least one COVID-19 shot prior to your first day of employment and to provide proof of your vaccination status or apply for a reasonable accommodation within the first 10 days of your employment. Please note that in some states and roles, you may be required to provide proof of full vaccination or an approved reasonable accommodation before you can begin to actively work.

  CVS Health is committed to recruiting, hiring, developing, advancing, and retaining individuals with disabilities. As such, we strive to provide equal access to the benefits and privileges of employment, including the provision of a reasonable accommodation to perform essential job functions. CVS Health can provide a request for a reasonable accommodation, including a qualified interpreter, written information in other formats, translation or other services through [email protected] If you have a speech or hearing disability, please call 7-1-1 to utilize Telecommunications Relay Services (TRS). We will make every effort to respond to your request within 48 business hours and do everything we can to work towards a solution.

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