RXO Executive and Leadership Team

October, 2026

Leadership Overview

RXO has 8 executives leading key functions including strategy, technology, finance, legal, communications, last mile, freight forwarding, and managed transportation.

Focused on revolutionizing the logistics landscape, RXO delivers advanced technology-driven freight solutions that optimize supply chain efficiency and reliability for shippers across diverse global markets.

Leadership Roles at RXO

  • Chief Executive Officer & Chairman of the Board - Drew Wilkerson
  • Chief Financial Officer - Jamie Harris
  • President, Last Mile - Sandeep Pisipati
  • President, Freight Forwarding - Demetri Venetis
  • President, Managed Transportation - Brian Dean
  • Chief Technology Officer - Alyssa Myers
  • Chief Legal Officer - Jeffrey Firestone
  • Chief Communications Officer - Nina Reinhardt
  • Drew Wilkerson - Chief Executive Officer & Chairman of the Board

    Drew Wilkerson, the Chief Executive Officer & Chairman of the Board at RXO, directs the overarching corporate strategy and long-term vision for the organization. Overseeing the integration of digital logistics tools with traditional freight brokerage, the Chief Executive Officer & Chairman of the Board ensures alignment between operational execution and shareholder value. This leadership role involves constant engagement with the Board to refine market positioning and drive expansion across North American transportation networks. By prioritizing data-driven decision-making, Drew Wilkerson fosters a culture of innovation that enhances service reliability for shippers. The Chief Executive Officer & Chairman of the Board maintains focus on scaling the company's technology platform to meet complex capacity demands. Ultimately, Wilkerson secures the competitive advantage of the firm through disciplined capital allocation and strategic growth initiatives that define the future of modern freight management.
    Drew Wilkerson

    Jamie Harris - Chief Financial Officer

    Jamie Harris, the Chief Financial Officer at RXO, manages the fiscal health and capital structure of the organization. Overseeing financial planning, reporting, and investor relations, the Chief Financial Officer ensures that the company maintains the liquidity necessary to support aggressive growth in the logistics sector. This leadership role involves analyzing market trends to optimize transportation costs and improve overall supply chain performance for customers. By implementing rigorous financial controls, Jamie Harris supports the strategic objectives of the business while ensuring transparency for stakeholders. The Chief Financial Officer works closely with the executive team to evaluate investment opportunities in new technology and capacity solutions. Ultimately, Harris drives long-term financial stability, providing the necessary resources to expand the company's footprint and maintain a strong market position within the competitive freight transportation industry.

    Sandeep Pisipati - President, Last Mile

    Sandeep Pisipati, the President, Last Mile at RXO, directs the specialized operations required for final-stage delivery services. Overseeing the network of carriers and capacity solutions dedicated to complex last-mile logistics, the President, Last Mile ensures that shipments reach their final destination with precision and speed. This leadership role involves optimizing delivery routes and enhancing the customer experience through tailored solutions for specialized equipment needs. By integrating data analytics into the last-mile process, Sandeep Pisipati improves reliability and reduces transportation costs for shippers. The President, Last Mile collaborates with the technology team to refine the digital tools that support these critical delivery operations. Ultimately, Pisipati drives the growth of this specific service segment, ensuring that the company meets the increasing demand for efficient and transparent last-mile fulfillment across the entire North American market.
    Sandeep Pisipati

    Demetri Venetis - President, Freight Forwarding

    Demetri Venetis, the President, Freight Forwarding at RXO, manages the international and domestic movement of goods through complex logistics channels. Overseeing the freight forwarding division, the President, Freight Forwarding ensures that shippers have access to flexible capacity and reliable transportation solutions for global lanes. This leadership role involves coordinating with international carriers and managing the regulatory requirements associated with cross-border freight. By applying advanced logistics expertise, Demetri Venetis optimizes the flow of goods and minimizes transit times for customers. The President, Freight Forwarding works to integrate these services with the company's broader digital platform to provide end-to-end visibility. Ultimately, Venetis expands the reach of the organization, ensuring that the company remains a preferred partner for shippers requiring sophisticated freight forwarding capabilities and specialized equipment for diverse international and domestic transportation needs.

    Brian Dean - President, Managed Transportation

    Brian Dean, the President, Managed Transportation at RXO, directs the comprehensive outsourcing services provided to shippers seeking to optimize their entire supply chain. Overseeing the managed transportation division, the President, Managed Transportation ensures that clients benefit from data-driven route planning, carrier selection, and cost management. This leadership role involves designing tailored solutions that address the unique operational challenges of large-scale shippers. By leveraging the company's technology platform, Brian Dean drives efficiency and enhances performance across complex transportation networks. The President, Managed Transportation collaborates with other business units to provide a seamless, integrated experience for customers. Ultimately, Dean secures the long-term success of the managed services portfolio, ensuring that the company delivers consistent value and operational excellence to shippers who rely on outsourced expertise to maintain a competitive edge in the global marketplace.
    Brian Dean

    Alyssa Myers - Chief Technology Officer

    Alyssa Myers, the Chief Technology Officer at RXO, architects the digital infrastructure that powers the company's logistics platform. Overseeing the development of proprietary software for route optimization and carrier selection, the Chief Technology Officer ensures that shippers receive real-time visibility into freight movements. This leadership role involves managing engineering teams to build scalable solutions that address seasonal spikes and complex lane requirements. By leveraging advanced data analytics, Alyssa Myers drives the continuous improvement of pricing algorithms and digital tools. The Chief Technology Officer collaborates with other executive leaders to integrate these technological advancements into the broader supply chain service model. Ultimately, Myers maintains the technical edge of the organization, ensuring that digital capabilities remain at the forefront of the industry while supporting the seamless movement of freight across the entire network.
    Jeffrey Firestone, the Chief Legal Officer at RXO, directs all legal affairs, regulatory compliance, and risk management initiatives. Overseeing the contractual framework that governs relationships with carriers and shippers, the Chief Legal Officer ensures that the company operates within the complex legal landscape of the transportation industry. This leadership role involves mitigating operational risks and protecting the intellectual property associated with the company's proprietary logistics technology. By providing strategic counsel to the Board and executive leadership, Jeffrey Firestone facilitates safe and compliant business expansion across diverse regional markets. The Chief Legal Officer manages litigation, corporate governance, and policy development to uphold the integrity of the organization. Ultimately, Firestone secures the legal foundation of the firm, allowing the business to focus on delivering efficient freight solutions while navigating the evolving regulatory requirements of the global supply chain.

    Nina Reinhardt - Chief Communications Officer

    Nina Reinhardt, the Chief Communications Officer at RXO, manages the corporate reputation and external messaging strategy. Overseeing brand positioning and stakeholder engagement, the Chief Communications Officer ensures that the company's value proposition as a technology-driven logistics provider remains clear to shippers and investors. This leadership role involves crafting narratives that highlight the impact of digital tools on supply chain efficiency and reliability. By coordinating internal and external communications, Nina Reinhardt aligns the organization's public image with its strategic goals. The Chief Communications Officer works with other executives to promote the company's expertise in truckload, less than truckload, and managed transportation services. Ultimately, Reinhardt strengthens the market presence of the firm, ensuring that the brand remains synonymous with innovation and excellence in the freight industry while fostering trust among all key partners and clients.

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    Frequently Asked Questions Regarding RXO Top Executives and Leadership Team

    Who leads RXO?
    RXO is led by Drew Wilkerson (Chief Executive Officer & Chairman of the Board), along with executives such as Jamie Harris (Chief Financial Officer) and Sandeep Pisipati (President, Last Mile).
    Who is part of RXO’s executive team?
    The executive team of RXO includes leaders such as Drew Wilkerson (Chief Executive Officer & Chairman of the Board), Jamie Harris (Chief Financial Officer), Sandeep Pisipati (President, Last Mile) and other senior executives.
    How many executives does RXO have?
    RXO has 8 executives leading key business areas.
    What roles are included in RXO’s leadership team?
    The leadership team of RXO includes roles such as Chief Executive Officer & Chairman of the Board, Chief Financial Officer, President, Last Mile, President, Freight Forwarding, President, Managed Transportation.