Sr. Manager, Delivery

Retail Services & Systems, Inc; Maryland; On-site; USD 119,000 - 204,000; Full time

Benefits offered by this job

Paid Time Off (PTO)

Health care plans

401(k) / retirement benefits

Discounts on store products

Job summary

Total Wine & More is seeking a Senior Manager of Delivery to lead strategy, execution, and growth of same-day delivery and other digital fulfillment initiatives across 270+ retail locations. You will manage a small team and collaborate with marketing, technology, store teams, and external vendors to scale omni-channel programs and optimize profitability.

The role reports to the VP, Delivery and Marketplaces and requires strong leadership, analytical, and forecasting skills to improve customer

Qualifications

• Bachelor’s degree in Business, Supply Chain, Operations Management, Analytics, or related field preferred.
• 7–10 years retail eCommerce or delivery/logistics experience preferred.
• Experience leading or managing teams

Responsibilities

• Build the long-term vision, roadmap, and growth strategy for Total Wine’s delivery program.
• Drive execution of the delivery strategy with measurable goals and cross‑functional initiatives.
• Lead a team of 1–2 analysts responsible for delivery performance reporting, forecasting, and execution support.
• Align delivery priorities with Store Ops, Digital, Merchandising, Supply Chain, Finance, IT and vendors.
• Analyze KPIs, customer behavior, and industry trends to identify risks and opportunities.
• Champion last‑mile delivery strategies that optimize efficiency, cost, and customer satisfaction.
• Lead process improvements to enhance end-to-end delivery experience.
• Manage relationships with delivery vendors and ensure SLAs are met.

Skills

Delivery strategy

Data analysis

Forecasting

Leadership

Cross-functional collaboration

Project management

Education

Bachelor's degree in Business/Supply Chain/Operations/Analytics

Tools

Excel

SQL

BI/Analytics tools

Job description

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.

Responsibilities

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.

Qualifications

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

Job Details

Worker Type: Regular Pay Range: $119,250.00 - $204,400.00 Annual

Compensation

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.

Benefits

• 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

Company Culture

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.

Equal Opportunity

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.

Additional Information

Connecting people through joyful experiences! As America’s largest independent retailer of wine, spirits, beer & more, we’re looking for go-getters who want to spark joy with our customers and communities. We are excited you’re here and are ready to pop a bottle with your name on it! As we continue to expand our business and increase the number of Stores and Store Support Centers across the country, we are looking for motivated and talented people to join our team to provide best-in-class service. If you have an entrepreneurial spirit and are looking for a unique opportunity to develop your career, this may be the place for you!