Sr. Manager, Delivery

About the Role Total Wine & More is seeking a Senior Manager of Delivery to join our Digital team in Bethesda, MD. As the Senior Manager of Delivery, you will lead strategy, execution, and growth of same-day delivery and other digital fulfillment initiatives across 270+ retail locations. You will manage a team and work cross-functionally with marketing, technology, store teams, and vendors to scale omni-channel programs, optimize operations, and drive profitability. Your leadership will be instrumental in enhancing customer experience, fulfillment efficiency, and business performance in a rapidly evolving retail environment. This role reports to the VP, Delivery and Marketplaces. You will Build the long-term vision, roadmap, and growth strategy for Total Wine’s delivery program, identifying opportunities to expand capabilities, improve performance, and enhance customer experience. Drive execution of the delivery strategy by translating business priorities into actionable plans, measurable goals, and cross-functional initiatives that support continued growth of the delivery business. Lead and influence a team of 1–2 analysts responsible for delivery performance reporting, business analysis, forecasting, and execution support. Align delivery program priorities with broader business objectives by partnering with Store Operations, Digital, Merchandising, Supply Chain, Finance, IT, and external vendor partners. Spearhead analysis of key performance indicators, customer behavior, operational trends, industry best practices, and the competitive landscape to identify risks, opportunities, and areas for improvement. Champion effective last-mile fulfillment and delivery strategies that optimize operational efficiency, delivery speed, cost management, service quality, and customer satisfaction. Drive continuous improvement across delivery operations by identifying process gaps, evaluating root causes, and implementing scalable solutions that improve the end-to-end delivery experience. Own and lead relationships with delivery service vendors, influencing performance outcomes, managing business reviews, and ensuring operational standards and service-level expectations are consistently met. You will come with Bachelor's Degree Bachelor’s degree in Business, Supply Chain, Operations Management, Analytics, or a related field preferred or equivalent years of experience 7-10 years retail eCommerce experience preferred Operations, delivery, last-mile logistics, or supply-chain management 3-6 years Leadership or people-management role Proven experience building, scaling, or optimizing delivery programs—preferably in retail, e-commerce, logistics, or high-volume fulfillment environments Strong analytical and forecasting skills with the ability to interpret complex data, synthesize insights, and inform strategy Leading teams and managing direct reports Strong planning, analytical and organizational skills Strong attention to detail and the ability to work in a multi-tasking, fast-paced environment Proven track record of driving expansion, growth and improvement of business programs Self-directed and highly driven with a strong business sense and professional presence We offer Paid Time Off (PTO) Generous store discounts Health care plans (medical, prescription, dental, vision) 401(k), HSA, FSA, Pre-tax commuter benefits Disability & life insurance coverage Paid parental leave Pet insurance Critical illness and accident insurance Discounted home and auto insurance College tuition assistance Career development & product training Consumer classes & More! 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 p…

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