Total Wine & More Executive and Leadership Team

July, 2026

Leadership Overview

Total Wine & More has 4 executives leading key functions including strategy, finance, technology, and human resources.

Driven by a commitment to customer experience, Total Wine & More operates as a premier retailer of wine, spirits, and beer, shaping the beverage alcohol market through expert curation and accessible service.

Leadership Roles at Total Wine & More

  • Chief Executive Officer - Ryan Ross
  • Chief Financial Officer - Brandon Wilkerson
  • Interim Chief Technology Officer - Casey Craig
  • Chief People Officer - Matthew Lutcavage
  • Ryan Ross - Chief Executive Officer

    Ryan Ross, the Chief Executive Officer at Total Wine & More, directs the overarching corporate strategy and operational execution for the company's extensive retail network. Overseeing all business units, Ross ensures alignment with the company's mission to provide an unparalleled selection of wine, spirits, and beer. This leadership role involves driving market expansion and optimizing the customer journey across all touchpoints. By fostering a culture of excellence, Ryan Ross guides the organization in maintaining its position as a leading beverage alcohol retailer. The Chief Executive Officer's focus remains on sustainable growth and enhancing shareholder value through strategic initiatives and operational efficiencies.

    Brandon Wilkerson - Chief Financial Officer

    Brandon Wilkerson, the Chief Financial Officer at Total Wine & More, manages all financial operations, including budgeting, forecasting, and financial reporting. Overseeing the fiscal health of the organization, Wilkerson ensures robust financial controls and drives strategic financial planning to support business objectives. This critical role involves managing capital allocation, optimizing investment strategies, and maintaining strong relationships with financial institutions. By providing insightful financial analysis, Brandon Wilkerson informs key business decisions and supports the company's growth trajectory. The Chief Financial Officer's dedication to financial integrity underpins the company's stability and its capacity for future development.

    Casey Craig - Interim Chief Technology Officer

    Casey Craig, the Interim Chief Technology Officer at Total Wine & More, spearheads the company's technology strategy and digital transformation initiatives. Overseeing the development and implementation of innovative technological solutions, Craig ensures the company's IT infrastructure supports operational efficiency and enhances the customer experience. This leadership position involves managing all aspects of technology, from e-commerce platforms to internal systems, driving advancements in data analytics and cybersecurity. By championing technological progress, Casey Craig enables Total Wine & More to adapt to evolving market demands and maintain a competitive edge. The Interim Chief Technology Officer's vision guides the integration of cutting-edge technology across the retail landscape.

    Matthew Lutcavage - Chief People Officer

    Matthew Lutcavage, the Chief People Officer at Total Wine & More, directs all human resources functions, focusing on talent acquisition, employee development, and fostering a positive workplace culture. Overseeing the strategic management of the company's workforce, Lutcavage ensures that Total Wine & More attracts, retains, and develops top talent across its extensive retail operations. This vital role involves designing and implementing HR policies that support employee engagement, performance management, and organizational growth. By prioritizing people strategies, Matthew Lutcavage cultivates an environment where employees can thrive and contribute to the company's success. The Chief People Officer's commitment to human capital development is integral to the company's operational excellence.

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    Frequently Asked Questions Regarding Total Wine & More Top Executives and Leadership Team

    Who leads Total Wine & More?
    Total Wine & More is led by Ryan Ross (Chief Executive Officer), along with executives such as Brandon Wilkerson (Chief Financial Officer) and Casey Craig (Interim Chief Technology Officer).
    Who is part of Total Wine & More’s executive team?
    The executive team of Total Wine & More includes leaders such as Ryan Ross (Chief Executive Officer), Brandon Wilkerson (Chief Financial Officer), Casey Craig (Interim Chief Technology Officer) and other senior executives.
    How many executives does Total Wine & More have?
    Total Wine & More has 4 executives leading key business areas.
    What roles are included in Total Wine & More’s leadership team?
    The leadership team of Total Wine & More includes roles such as Chief Executive Officer, Chief Financial Officer, Interim Chief Technology Officer, Chief People Officer.