Total Wine & More Executive and Leadership Team

May, 2026

Leadership Overview

Total Wine & More has 5 executives leading key functions including strategy, finance, marketing, technology, and human resources.

Driven by a commitment to customer experience, Total Wine & More is dedicated to providing an unparalleled selection of wine, spirits, and beer, fostering a culture of discovery and expertise for every consumer.

Leadership Roles at Total Wine & More

  • Chief Executive Officer - Ryan Ross
  • Chief Financial Officer - Brandon Wilkerson
  • Executive Vice President & Chief Marketing Officer - Keith Colbourn
  • 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 company's overall strategic vision and operational execution. Overseeing all business units, Ross ensures alignment with the company's mission to be the premier wine, spirits, and beer retailer. This leadership role involves driving market expansion and enhancing customer engagement across all channels. By optimizing supply chain logistics and fostering strong supplier relationships, Ryan Ross directly impacts the company's ability to offer a diverse and high-quality product selection. Ultimately, Ross secures Total Wine & More's position as a market leader through innovative retail strategies and a deep understanding of consumer preferences.

    Brandon Wilkerson - Chief Financial Officer

    Brandon Wilkerson, the Chief Financial Officer at Total Wine & More, manages all financial operations and fiscal strategy. Overseeing budgeting, forecasting, and financial reporting, Wilkerson ensures the company's financial health and sustainable growth. This critical role involves managing capital allocation, investor relations, and risk management to support the company's expansive retail footprint. By analyzing market trends and financial performance, Brandon Wilkerson provides key insights that inform strategic decision-making across departments. Ultimately, Wilkerson safeguards the company's assets and drives profitability, enabling Total Wine & More to continue its expansion and service its customer base effectively.

    Keith Colbourn - Executive Vice President & Chief Marketing Officer

    Keith Colbourn, the Executive Vice President & Chief Marketing Officer at Total Wine & More, architects the company's comprehensive marketing and brand strategy. Overseeing all promotional activities, digital marketing, and customer loyalty programs, Colbourn drives brand awareness and customer acquisition. This leadership position involves translating consumer insights into impactful campaigns that highlight the vast product selection and expert advice available. By developing innovative marketing initiatives, Keith Colbourn ensures Total Wine & More resonates with its target audience and maintains a competitive edge in the retail landscape. Ultimately, Colbourn cultivates a strong brand identity that supports sales growth and reinforces the company's reputation for quality and selection.

    Casey Craig - Interim Chief Technology Officer

    Casey Craig, the Interim Chief Technology Officer at Total Wine & More, guides the company's technology infrastructure and digital transformation efforts. Overseeing the development and implementation of IT strategies, Craig ensures robust and scalable systems that support business operations and enhance the customer experience. This role involves managing the technology roadmap, cybersecurity initiatives, and the integration of new digital tools to optimize retail operations and e-commerce capabilities. By driving technological innovation, Casey Craig enables Total Wine & More to leverage data analytics for better decision-making and to streamline inventory management and point-of-sale systems. Ultimately, Craig ensures the company's technological foundation is secure, efficient, and poised for future growth.

    Matthew Lutcavage - Chief People Officer

    Matthew Lutcavage, the Chief People Officer at Total Wine & More, leads all human resources functions and talent management strategies. Overseeing recruitment, employee development, compensation, and benefits, Lutcavage cultivates a positive and productive work environment that supports the company's extensive retail operations. This vital role involves developing programs to attract, retain, and engage a skilled workforce capable of delivering exceptional customer service across numerous locations. By fostering a strong company culture and implementing effective HR policies, Matthew Lutcavage ensures that Total Wine & More's employees are empowered and aligned with the company's strategic objectives. Ultimately, Lutcavage drives organizational effectiveness through strategic people initiatives, reinforcing the company's commitment to its team.

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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 Keith Colbourn (Executive Vice President & Chief Marketing 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), Keith Colbourn (Executive Vice President & Chief Marketing Officer) and other senior executives.
    How many executives does Total Wine & More have?
    Total Wine & More has 5 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, Executive Vice President & Chief Marketing Officer, Interim Chief Technology Officer, Chief People Officer.