Stewart Executive and Leadership Team

July, 2026

Leadership Overview

Stewart has 10 executives leading key functions including strategy, finance, legal, and operations.

Driven by a commitment to integrity, Stewart provides comprehensive title insurance and real estate transaction services, impacting markets across the United States and internationally through its robust network and digital solutions.

Leadership Roles at Stewart

  • Chief Executive Officer - Frederick Eppinger
  • Founder & Chief Executive Officer - Charles Stewart
  • Chief Financial Officer - David Hisey
  • Division President - Drew Dobbs
  • Division President - Dawn Efflandt
  • Senior Division President, Texas & Oklahoma (North) - Nathan Preuit
  • Division President - Oklahoma - Jason Soper
  • Group President, Western Operations - Bob Oakland
  • Division President - Roger Kuhn
  • Executive Vice President & Chief Legal Officer & Chief Compliance Officer - E. Ashley Smith
  • Frederick Eppinger - Chief Executive Officer

    Frederick Eppinger, the Chief Executive Officer at Stewart, directs the company's overall strategic vision and operational execution. Eppinger guides the enterprise through its core business of providing title insurance and real estate transaction services, ensuring alignment with market demands and regulatory landscapes. Overseeing the integration of digital customer engagement platforms and appraisal management services, the Chief Executive Officer drives efficiency and innovation across all divisions. This leadership role involves fostering key relationships with stakeholders, including homebuyers, sellers, mortgage lenders, and real estate professionals, to enhance service delivery and expand market reach. By focusing on sustainable growth and operational excellence, Frederick Eppinger ensures the company's continued success in the domestic and international insurance sectors. The Chief Executive Officer's mandate includes optimizing the search, examination, and closing processes, thereby solidifying Stewart's position as a trusted partner in property transactions.
    Frederick Eppinger

    Charles Stewart - Founder & Chief Executive Officer

    Charles Stewart, the Founder & Chief Executive Officer at Stewart, established the foundational principles of the company's title insurance and real estate services. Stewart's ongoing involvement as Founder & Chief Executive Officer provides historical perspective and strategic guidance, reinforcing the company's legacy in the property transaction sector. This leadership position involves championing the core mission of providing reliable title examination, closing, and insurance services to a diverse client base. The Founder & Chief Executive Officer ensures that the company's operations, spanning the United States and international markets, adhere to the highest standards of integrity and customer service. Charles Stewart's vision continues to influence the company's approach to digital customer engagement and the expansion of its service offerings, including appraisal management and online notarization. The Founder & Chief Executive Officer's deep understanding of the real estate ecosystem underpins the company's ability to serve homebuyers, sellers, and industry professionals effectively.
    Charles Stewart

    David Hisey - Chief Financial Officer

    David Hisey, the Chief Financial Officer at Stewart, manages the company's financial strategy and fiscal operations. Hisey oversees all aspects of financial planning, reporting, and capital management, ensuring the economic health of the organization. The Chief Financial Officer directs the allocation of resources to support the company's extensive title insurance and real estate transaction services, both domestically and internationally. This critical role involves analyzing market trends and financial performance to identify opportunities for growth and efficiency improvements across Stewart's diverse service lines, including home insurance and tax-deferred exchanges. David Hisey's leadership ensures robust financial controls are in place, safeguarding the company's assets and supporting its strategic objectives. The Chief Financial Officer plays a key part in investor relations and capital market activities, maintaining confidence in Stewart's long-term financial stability and its capacity to innovate within the insurance and real estate sectors.
    David Hisey

    Drew Dobbs - Division President

    Drew Dobbs, the Division President at Stewart, leads specific operational segments of the company's extensive real estate transaction services. Dobbs focuses on driving performance and market penetration within assigned geographic territories, ensuring the delivery of high-quality title insurance and closing services. This leadership position involves managing regional teams and fostering strong relationships with local real estate professionals, mortgage lenders, and title agencies. The Division President oversees the implementation of Stewart's strategic initiatives at the ground level, adapting them to meet the unique demands of each market. Drew Dobbs's responsibilities include enhancing customer engagement and ensuring operational efficiency in areas such as appraisal management and online notarization. The Division President's efforts directly contribute to Stewart's overall market presence and its ability to serve homebuyers and sellers effectively across the United States.

    Dawn Efflandt - Division President

    Dawn Efflandt, the Division President at Stewart, directs key operational divisions within the company's broad spectrum of real estate transaction services. Efflandt is responsible for executing strategic objectives and driving business growth in her designated areas, focusing on the delivery of comprehensive title insurance and closing solutions. This role involves leading teams to ensure exceptional service for homebuyers, sellers, and real estate professionals, reinforcing Stewart's commitment to reliability and efficiency. The Division President oversees the integration of digital customer engagement platforms and other ancillary services, such as appraisal management, to enhance the overall client experience. Dawn Efflandt's leadership ensures that Stewart's operations within her divisions meet rigorous quality standards and contribute significantly to the company's market position. The Division President's focus on operational excellence supports Stewart's mission to provide seamless and secure property transactions.

    Nathan Preuit - Senior Division President, Texas & Oklahoma (North)

    Nathan Preuit, the Senior Division President, Texas & Oklahoma (North) at Stewart, spearheads operations across significant regional markets. Preuit directs the strategic execution of title insurance and real estate transaction services within these key states, ensuring robust market penetration and client satisfaction. This leadership role involves overseeing a broad network of agencies and direct operations, adapting Stewart's comprehensive offerings to regional needs. The Senior Division President, Texas & Oklahoma (North) focuses on enhancing service delivery for homebuyers, sellers, mortgage lenders, and real estate professionals, reinforcing Stewart's commitment to excellence. Nathan Preuit's responsibilities include driving growth initiatives, optimizing operational workflows, and ensuring compliance with local regulations. The Senior Division President, Texas & Oklahoma (North) plays a vital part in Stewart's mission to provide secure and efficient property transactions, leveraging deep regional expertise to support the company's overall success.

    Jason Soper - Division President - Oklahoma

    Jason Soper, the Division President - Oklahoma at Stewart, manages and expands the company's title insurance and real estate transaction services within the state. Soper directs regional operations, focusing on delivering exceptional service to homebuyers, sellers, real estate professionals, and mortgage lenders. This leadership position involves cultivating strong local partnerships and ensuring the efficient execution of closing and insuring processes. The Division President - Oklahoma oversees the implementation of Stewart's strategic initiatives, adapting them to the specific market dynamics of Oklahoma. Jason Soper's responsibilities include driving business development, enhancing operational efficiency, and maintaining the highest standards of customer service. The Division President - Oklahoma plays a crucial role in strengthening Stewart's presence and reputation within the state's real estate sector, contributing directly to the company's overall growth and success.

    Bob Oakland - Group President, Western Operations

    Bob Oakland, the Group President, Western Operations at Stewart, leads and directs the company's extensive real estate transaction services across a significant geographic region. Oakland oversees the strategic growth and operational performance of divisions within Western Operations, ensuring the consistent delivery of title insurance, closing, and related services. This leadership role involves managing key relationships with real estate professionals, mortgage lenders, and title agencies throughout the western United States. The Group President, Western Operations focuses on implementing company-wide strategies tailored to regional market dynamics, driving efficiency and client satisfaction. Bob Oakland's responsibilities include fostering innovation in service delivery, such as digital customer engagement platforms and appraisal management, to enhance Stewart's competitive edge. The Group President, Western Operations plays a pivotal role in expanding Stewart's market share and reinforcing its reputation for excellence in property transactions.

    Roger Kuhn - Division President

    Roger Kuhn, the Division President at Stewart, manages and advances specific operational segments within the company's broad real estate transaction services. Kuhn directs regional teams to ensure the effective delivery of title insurance, closing, and related services, focusing on client satisfaction and operational excellence. This leadership position involves implementing Stewart's strategic objectives within assigned markets, adapting to local conditions while maintaining high service standards. The Division President oversees the integration of digital tools and innovative solutions to streamline property transactions for homebuyers, sellers, and industry partners. Roger Kuhn's responsibilities include driving business development, optimizing workflows, and ensuring compliance with all relevant regulations. The Division President's efforts are crucial in strengthening Stewart's market presence and its capacity to provide secure and efficient real estate solutions across its operational territories.
    E. Ashley Smith, the Executive Vice President & Chief Legal Officer & Chief Compliance Officer at Stewart, provides critical legal and compliance oversight for the entire organization. Smith directs all legal affairs, ensuring adherence to complex regulatory frameworks governing title insurance and real estate transactions across domestic and international operations. This multifaceted role involves managing corporate governance, litigation, and risk mitigation strategies to protect Stewart's interests. The Executive Vice President & Chief Legal Officer & Chief Compliance Officer champions a culture of compliance, overseeing policies and procedures that uphold ethical standards and regulatory requirements. E. Ashley Smith's expertise is vital in navigating the legal intricacies of property law and financial services, supporting the company's mission to provide secure and reliable services. The Executive Vice President & Chief Legal Officer & Chief Compliance Officer's guidance is essential for maintaining Stewart's integrity and operational integrity.

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    Frequently Asked Questions Regarding Stewart Top Executives and Leadership Team

    Who leads Stewart?
    Stewart is led by Frederick Eppinger (Chief Executive Officer), along with executives such as Charles Stewart (Founder & Chief Executive Officer) and David Hisey (Chief Financial Officer).
    Who is part of Stewart’s executive team?
    The executive team of Stewart includes leaders such as Frederick Eppinger (Chief Executive Officer), Charles Stewart (Founder & Chief Executive Officer), David Hisey (Chief Financial Officer) and other senior executives.
    How many executives does Stewart have?
    Stewart has 10 executives leading key business areas.
    What roles are included in Stewart’s leadership team?
    The leadership team of Stewart includes roles such as Chief Executive Officer, Founder & Chief Executive Officer, Chief Financial Officer, Division President, Division President.