Leadership Overview
Pilot has 5 executives leading key functions including administrative strategy, financial operations, information technology, energy distribution, and legal compliance.
Focused on enhancing the travel experience across North America, Pilot delivers essential fuel, energy solutions, and convenience services to professional drivers and everyday motorists through a robust network of travel centers.
Focused on enhancing the travel experience across North America, Pilot delivers essential fuel, energy solutions, and convenience services to professional drivers and everyday motorists through a robust network of travel centers.
Leadership Roles at Pilot
Jeremy Osterstock - Executive Vice President & Chief Financial Officer
Jeremy Osterstock, the Executive Vice President & Chief Financial Officer at Pilot, directs all financial planning, capital allocation, and fiscal reporting for the organization. Overseeing the financial health of the extensive network of travel centers and fuel operations, the Executive Vice President & Chief Financial Officer ensures that capital investments align with the company's commitment to expanding EV charging and renewable fuel infrastructure. This leadership role involves managing complex credit programs and wholesale fuel factoring to support fleet customers across North America. By maintaining rigorous financial controls, Jeremy Osterstock secures the resources necessary for sustained growth and operational excellence. The Executive Vice President & Chief Financial Officer also collaborates with the Board to evaluate market trends and optimize the company's balance sheet, ultimately driving long-term value for stakeholders and ensuring the continued success of the business.

Jesus Guerra - President, Energy
Jesus Guerra, the President, Energy at Pilot, leads the strategic sourcing and distribution of fuel, including diesel, renewable fuels, and diesel exhaust fluid. Overseeing the operation of the fuel tanker fleet and wholesale fuel programs, the President, Energy ensures consistent supply reliability for fleets and retail locations throughout North America. This leadership role involves navigating complex energy markets to provide competitive pricing and sustainable fuel options to professional drivers. By managing the logistics of fuel delivery, Jesus Guerra directly impacts the operational capacity of the entire travel center network. The President, Energy also coordinates with external partners and internal teams to expand the company's energy portfolio, ensuring that the business meets the evolving needs of the transportation industry while maintaining high standards of safety and efficiency in fuel handling.

Wendy Hamilton - Senior Director, Chief of Staff
Wendy Hamilton, the Senior Director, Chief of Staff at Pilot, manages internal communications and coordinates cross-functional initiatives to streamline corporate operations. Overseeing the alignment of executive priorities, the Senior Director, Chief of Staff ensures that organizational goals remain synchronized with the broader mission of providing high-quality services to professional drivers and fleets. This role involves facilitating decision-making processes across the leadership team to maintain operational efficiency within the North American travel center network. By optimizing internal workflows, Wendy Hamilton directly supports the execution of strategic projects that enhance the overall customer experience at various locations. The Senior Director, Chief of Staff also monitors performance metrics to ensure that administrative functions contribute effectively to the company's long-term growth and stability in the competitive retail and energy sectors.
Josh Birdwell - Senior Vice President, Chief Information Officer
Josh Birdwell, the Senior Vice President, Chief Information Officer at Pilot, architects the digital infrastructure and technology strategy that powers the company's travel centers and convenience stores. Overseeing the development of the mobile app and loyalty rewards platforms, the Senior Vice President, Chief Information Officer ensures that professional drivers and everyday motorists receive seamless digital experiences. This role involves managing cybersecurity protocols and data analytics to optimize fuel supply chain logistics and retail operations across North America. By implementing innovative software solutions, Josh Birdwell directly improves the efficiency of truck care and RV services. The Senior Vice President, Chief Information Officer also drives the integration of new technologies into the existing energy network, ensuring that the company remains at the forefront of digital transformation within the retail and energy industries.
Eva Rigamonti - Executive Vice President & Chief Legal Officer
Eva Rigamonti, the Executive Vice President & Chief Legal Officer at Pilot, directs all legal affairs, regulatory compliance, and corporate governance initiatives. Overseeing the legal framework for the company's extensive operations, the Executive Vice President & Chief Legal Officer ensures that all travel center activities, fuel distribution, and retail services adhere to regional and national regulations across North America. This role involves managing complex contracts, mitigating litigation risks, and providing strategic counsel to the leadership team regarding business expansion and partnership agreements. By safeguarding the company's interests, Eva Rigamonti supports the sustainable growth of the organization. The Executive Vice President & Chief Legal Officer also monitors legislative developments in the energy and retail sectors, ensuring that the company remains proactive in addressing legal challenges while maintaining its commitment to operational excellence and ethical business practices.