Bosselman Enterprises Executive and Leadership Team

August, 2026

Leadership Overview

Bosselman Enterprises has 4 executives leading key functions including financial strategy, information technology, operational management, and legal oversight.

Committed to excellence in the hospitality and retail sectors, Bosselman Enterprises delivers high-quality service across convenience stores, truck stops, and lodging facilities while maintaining a legacy of regional growth.

Leadership Roles at Bosselman Enterprises

  • Chief Financial Officer - Richard Ostdiek
  • President & General Counsel - Brandi Bosselman
  • Chief Information Officer - Donovan Walsh
  • Chief Operations Officer - Randy Gard
  • Richard Ostdiek - Chief Financial Officer

    Richard Ostdiek, the Chief Financial Officer at Bosselman Enterprises, directs all fiscal planning and capital allocation strategies for the diverse portfolio of convenience stores and hospitality assets. Managing the financial health of the organization, the Chief Financial Officer oversees budgeting, tax compliance, and long-term investment planning to ensure sustainable profitability. By analyzing market trends across the Midwest, Ostdiek optimizes cash flow management and strengthens the balance sheet against economic volatility. This leadership role requires constant collaboration with the executive board to align capital expenditures with the broader corporate mission of service excellence. Richard Ostdiek maintains rigorous internal controls to protect assets while supporting the expansion of truck stop service centers and hotel operations. Through precise financial modeling and risk assessment, the Chief Financial Officer drives the fiscal stability necessary for the company to thrive in competitive retail environments.

    Brandi Bosselman - President & General Counsel

    Brandi Bosselman, the President & General Counsel at Bosselman Enterprises, directs the overarching corporate strategy and legal framework for the entire organization. Overseeing complex legal matters, the President & General Counsel ensures full regulatory compliance across all convenience store, restaurant, and hotel operations. Bosselman drives the long-term vision of the company, balancing growth objectives with the preservation of the family-founded legacy. This leadership role involves navigating intricate contract negotiations, property acquisitions, and corporate governance to mitigate risk while fostering expansion. Brandi Bosselman coordinates with the executive team to align business activities with the core mission of providing exceptional service to the traveling public. By integrating legal expertise with executive decision-making, the President & General Counsel secures the company's market position and guides the organization through evolving industry landscapes, ensuring sustained success and operational integrity.

    Donovan Walsh - Chief Information Officer

    Donovan Walsh, the Chief Information Officer at Bosselman Enterprises, architects the digital infrastructure supporting the company's extensive network of retail locations and service centers. Overseeing cybersecurity protocols and data management systems, the Chief Information Officer ensures seamless connectivity across all hospitality and convenience store platforms. Walsh drives the integration of modern point-of-sale technologies to enhance customer experiences and operational efficiency throughout the regional footprint. This role involves managing complex IT projects that modernize legacy systems while maintaining robust data protection standards. Donovan Walsh coordinates with department heads to implement software solutions that streamline inventory tracking and supply chain logistics. By prioritizing technological innovation, the Chief Information Officer secures the digital backbone of the organization, enabling real-time decision-making and improved service delivery across all business units within the enterprise.

    Randy Gard - Chief Operations Officer

    Randy Gard, the Chief Operations Officer at Bosselman Enterprises, manages the daily performance and service standards of the company's vast array of convenience stores, restaurants, and lodging facilities. Overseeing the operational workflows of thousands of employees, the Chief Operations Officer ensures consistent quality and safety across all regional service centers. Gard drives initiatives to improve customer satisfaction and operational throughput in high-traffic retail environments. This leadership role requires constant monitoring of site performance metrics and the implementation of standardized procedures to maximize efficiency. Randy Gard collaborates with regional managers to refine service delivery models and maintain the company's reputation for reliability. By focusing on operational excellence and resource allocation, the Chief Operations Officer supports the growth of the brand, ensuring that every location meets the high standards expected by travelers and local customers alike.

    Explore Leadership Teams in Convenience Stores, Gas Stations & Liquor Stores

    Frequently Asked Questions Regarding Bosselman Enterprises Top Executives and Leadership Team

    Who leads Bosselman Enterprises?
    Bosselman Enterprises is led by Richard Ostdiek (Chief Financial Officer), along with executives such as Brandi Bosselman (President & General Counsel) and Donovan Walsh (Chief Information Officer).
    Who is part of Bosselman Enterprises’s executive team?
    The executive team of Bosselman Enterprises includes leaders such as Richard Ostdiek (Chief Financial Officer), Brandi Bosselman (President & General Counsel), Donovan Walsh (Chief Information Officer) and other senior executives.
    How many executives does Bosselman Enterprises have?
    Bosselman Enterprises has 4 executives leading key business areas.
    What roles are included in Bosselman Enterprises’s leadership team?
    The leadership team of Bosselman Enterprises includes roles such as Chief Financial Officer, President & General Counsel, Chief Information Officer, Chief Operations Officer.