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Sr. Director, Customer Strategy & Insights

Retail Services & Systems, Inc · Maryland SSC, Maryland

$218,680–$306,130/yrOnsiteFull-timeDirect from the employer

Posted Oct 5, 2026 · Verified open Oct 9, 2026

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About the job

About the Role
Total Wine & More is seeking a Sr. Director, Customer Strategy & Insights to join our growing Corporate Strategy team. This role will define the enterprise customer vision and strategic priorities that guide how the company acquires, understands, serves, engages, and grows its customer relationships. This role will help Total Wine & More understand the customer better than anyone else, translating customer insights into enterprise strategy, differentiated experiences, growth initiatives, and measurable business results. As a key strategic advisor to executive leadership, this role shapes enterprise priorities through a deep understanding of customer needs, behaviors, market dynamics, competitive trends, and emerging opportunities.

As the steward of Total Wine & More's customer agenda, this leader establishes enterprise priorities, defines the most important customer and business questions to solve, and steers cross-functional initiatives spanning customer acquisition, segmentation, personalization, engagement, loyalty, retention, and customer lifetime value (CLV). This role reports to the Chief Customer & Strategy Officer.

Crafted for you
We recognize our team members are our biggest asset, and we value the critical role each play in contributing to the company’s success. It is our commitment to support and provide access to the resources needed to take care of their health and wellbeing. That is why we offer a variety of benefits, tools, and resources to support through our Total Rewards program. To view our full career page, click here: https://careers.totalwine.com/ !

Total Wine & More considers several factors when establishing compensation. Compensation may vary based on a number of factors including, but not limited to, market location, job-related knowledge, skills and/or experience. The actual hourly rate will equal or exceed the required minimum wage applicable to the job location. Estimated salaries determined by third parties have not been validated by Total Wine & More.
Total Wine & More is an equal opportunity employer and all qualified applicants will receive consideration for employment without discrimination based on race, color, religion, national origin, sex, sexual orientation, age, marital status, veteran status, disability, or any other characteristic protected by applicable law. Total Wine & More makes reasonable accommodations during all aspects of the employment process, including during the interview process. Total Wine & More is a Drug Free Workplace.

The information provided above indicates the general nature and level of work required of the position and is not a comprehensive list of all responsibilities or qualifications. Benefits list is only a highlight of some of the benefits offered to team members; eligibility for certain benefits apply. The anticipated close date of this posting is 120 days from the posted date indicated above.

Worker Type:
Regular

Pay Range:
$218,680.00 - $306,130.00 Annual