Tabacalera USA Executive and Leadership Team

September, 2026

Leadership Overview

Tabacalera USA has 4 executives leading key functions including strategy, retail operations, financial oversight, and digital infrastructure.

Rooted in centuries of tobacco expertise, Tabacalera USA maintains a premier position in the global market by integrating historical manufacturing excellence with modern distribution strategies across the United States.

Leadership Roles at Tabacalera USA

  • Chief Executive Officer - Charles Gibb
  • Chief Executive Officer (Casa DE Montecristo & Santa Clara) - Brad Winstead
  • Chief Financial Officer - James Howes
  • Chief Information Officer - Al Franz
  • Charles Gibb - Chief Executive Officer

    Charles Gibb, the Chief Executive Officer at Tabacalera USA, directs the overarching strategic vision for the entire premium cigar portfolio. Overseeing the integration of Altadis U.S.A. and various distribution channels, the Chief Executive Officer ensures that market expansion aligns with the long-standing heritage of the organization. This leadership role involves constant collaboration with the Board to drive revenue growth and maintain competitive advantages within the United States market. By optimizing supply chain logistics and brand positioning, Charles Gibb directly impacts the operational success of the company. The Chief Executive Officer also manages high-level partnerships to secure long-term market stability. Through rigorous analysis of consumer trends, the Chief Executive Officer crafts initiatives that sustain the reputation of the firm as a global leader in premium tobacco products, ensuring that every business unit operates with maximum efficiency and adherence to quality standards.
    Charles Gibb

    Brad Winstead - Chief Executive Officer (Casa DE Montecristo & Santa Clara)

    Brad Winstead, the Chief Executive Officer (Casa DE Montecristo & Santa Clara) at Tabacalera USA, manages the retail and wholesale operations for these specific business units. Focusing on the expansion of the Casa de Montecristo footprint, the Chief Executive Officer (Casa DE Montecristo & Santa Clara) drives customer engagement through premium retail experiences. This role requires precise coordination with regional managers to ensure consistent service delivery across North American markets. By refining the inventory management systems for Santa Clara, the Chief Executive Officer (Casa DE Montecristo & Santa Clara) optimizes product availability and turnover rates. Brad Winstead also oversees the development of exclusive retail partnerships that strengthen the market presence of the brand. Through strategic oversight of these specialized units, the Chief Executive Officer (Casa DE Montecristo & Santa Clara) ensures that retail performance contributes significantly to the broader financial objectives of the organization while maintaining the highest standards of luxury tobacco retailing.
    Brad Winstead

    James Howes - Chief Financial Officer

    James Howes, the Chief Financial Officer at Tabacalera USA, manages the fiscal health and capital allocation strategies for the entire organization. Overseeing financial reporting, budgeting, and risk management, the Chief Financial Officer ensures that all business units maintain strict adherence to corporate governance and profitability targets. This leadership role involves analyzing market data to support investment decisions in manufacturing and distribution infrastructure. By implementing robust financial controls, James Howes secures the resources necessary for long-term growth and operational stability. The Chief Financial Officer also coordinates with other C-suite leaders to align departmental spending with the overarching mission of the company. Through meticulous oversight of cash flow and asset management, the Chief Financial Officer drives the financial performance of the firm. This role remains critical in navigating the complexities of the tobacco industry, ensuring that the company maintains a strong balance sheet while pursuing aggressive market expansion across the United States.

    Al Franz - Chief Information Officer

    Al Franz, the Chief Information Officer at Tabacalera USA, architects the digital infrastructure and technological roadmap for the company. Overseeing the implementation of enterprise resource planning systems, the Chief Information Officer ensures that data flows seamlessly between manufacturing, retail, and distribution units. This leadership role involves securing the digital assets of the firm against emerging threats while optimizing internal communication platforms. By leveraging advanced analytics, Al Franz provides actionable insights that improve decision-making across the organization. The Chief Information Officer also manages the integration of e-commerce platforms for JR Cigar, ensuring a frictionless experience for consumers. Through the deployment of scalable cloud solutions, the Chief Information Officer supports the operational agility required to compete in the modern tobacco market. This role directly impacts the efficiency of the supply chain, ensuring that technology serves as a primary driver for innovation and sustained growth within the competitive landscape of the United States.

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    Frequently Asked Questions Regarding Tabacalera USA Top Executives and Leadership Team

    Who leads Tabacalera USA?
    Tabacalera USA is led by Charles Gibb (Chief Executive Officer), along with executives such as Brad Winstead (Chief Executive Officer (Casa DE Montecristo & Santa Clara)) and James Howes (Chief Financial Officer).
    Who is part of Tabacalera USA’s executive team?
    The executive team of Tabacalera USA includes leaders such as Charles Gibb (Chief Executive Officer), Brad Winstead (Chief Executive Officer (Casa DE Montecristo & Santa Clara)), James Howes (Chief Financial Officer) and other senior executives.
    How many executives does Tabacalera USA have?
    Tabacalera USA has 4 executives leading key business areas.
    What roles are included in Tabacalera USA’s leadership team?
    The leadership team of Tabacalera USA includes roles such as Chief Executive Officer, Chief Executive Officer (Casa DE Montecristo & Santa Clara), Chief Financial Officer, Chief Information Officer.