James River Group Holdings Executive and Leadership Team

August, 2026

Leadership Overview

James River Group Holdings has 4 executives leading key functions including corporate strategy, specialty admitted insurance, information technology, and financial management.

Focused on delivering creative insurance solutions, James River Group Holdings maintains a commitment to excellence within the Excess & Surplus Lines market across the United States.

Leadership Roles at James River Group Holdings

  • Group Chief Executive Officer, James River Holdings, Ltd - Frank D'Orazio
  • President and Chief Executive Officer of the Specialty Admitted Insurance Division - Terence McCafferty
  • Senior Vice President, Chief Financial Officer - Timothy MacAleese
  • Chief Information Officer - Tom Peach
  • Frank D'Orazio - Group Chief Executive Officer, James River Holdings, Ltd

    Frank D'Orazio, the Group Chief Executive Officer, James River Holdings, Ltd at James River Group Holdings, directs the overarching corporate strategy and long-term vision for the organization. Overseeing the entire specialty insurance portfolio, the Group Chief Executive Officer, James River Holdings, Ltd ensures alignment between underwriting performance and shareholder value. This leadership role involves managing complex relationships with the Board and driving expansion across the Excess & Surplus Lines market. By optimizing operational efficiency, Frank D'Orazio directly impacts the company's ability to provide creative insurance solutions to commercial customers nationwide. The Group Chief Executive Officer, James River Holdings, Ltd maintains a focus on risk management and capital allocation to sustain growth. Through rigorous oversight of all business units, the Group Chief Executive Officer, James River Holdings, Ltd secures the competitive position of the firm within the broader insurance landscape, ensuring consistent delivery of specialized coverage products.

    Terence McCafferty - President and Chief Executive Officer of the Specialty Admitted Insurance Division

    Terence McCafferty, the President and Chief Executive Officer of the Specialty Admitted Insurance Division at James River Group Holdings, manages the strategic direction and underwriting standards for the admitted insurance segment. Overseeing the development of niche insurance products, the President and Chief Executive Officer of the Specialty Admitted Insurance Division ensures that all offerings meet the specific needs of commercial clients. This leadership role involves coordinating with internal teams to refine product distribution and enhance market penetration across various regions. By analyzing industry trends, Terence McCafferty drives the creation of innovative coverage solutions that address complex business risks. The President and Chief Executive Officer of the Specialty Admitted Insurance Division maintains a focus on profitability and operational excellence within the division. Through active engagement with regional stakeholders, the President and Chief Executive Officer of the Specialty Admitted Insurance Division strengthens the market presence of the firm, ensuring that specialty admitted products remain highly competitive and responsive to evolving customer requirements.

    Timothy MacAleese - Senior Vice President, Chief Financial Officer

    Timothy MacAleese, the Senior Vice President, Chief Financial Officer at James River Group Holdings, directs the financial planning, reporting, and capital management strategies for the entire organization. Overseeing the fiscal health of the company, the Senior Vice President, Chief Financial Officer ensures accurate financial disclosures and regulatory compliance across all fifty states. This leadership role involves managing investor relations and providing the Board with critical insights into the financial performance of the specialty insurance business. By optimizing the balance sheet and capital structure, Timothy MacAleese directly impacts the long-term stability and growth potential of the firm. The Senior Vice President, Chief Financial Officer monitors market volatility and adjusts financial strategies to mitigate risk. Through rigorous oversight of accounting and treasury functions, the Senior Vice President, Chief Financial Officer supports the strategic initiatives of the executive team, ensuring that financial resources align with the mission of providing creative insurance solutions to commercial customers.
    Timothy MacAleese

    Tom Peach - Chief Information Officer

    Tom Peach, the Chief Information Officer at James River Group Holdings, architects the digital infrastructure and technological framework supporting the specialty insurance operations. Overseeing the integration of advanced data analytics and secure systems, the Chief Information Officer ensures that the organization maintains a robust platform for underwriting and claims processing. This leadership role involves collaborating with other C-suite members to align technology investments with corporate growth objectives. By modernizing internal workflows, Tom Peach directly impacts the efficiency and scalability of the business. The Chief Information Officer manages the cybersecurity posture and data integrity across all regional operations, protecting sensitive commercial customer information. Through the implementation of cutting-edge software solutions, the Chief Information Officer drives digital transformation initiatives that enhance service delivery. Ultimately, the Chief Information Officer secures the technological foundation necessary for the firm to maintain its leadership position within the Excess & Surplus Lines insurance sector.

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    Frequently Asked Questions Regarding James River Group Holdings Top Executives and Leadership Team

    Who leads James River Group Holdings?
    James River Group Holdings is led by Frank D'Orazio (Group Chief Executive Officer, James River Holdings, Ltd), along with executives such as Terence McCafferty (President and Chief Executive Officer of the Specialty Admitted Insurance Division) and Timothy MacAleese (Senior Vice President, Chief Financial Officer).
    Who is part of James River Group Holdings’s executive team?
    The executive team of James River Group Holdings includes leaders such as Frank D'Orazio (Group Chief Executive Officer, James River Holdings, Ltd), Terence McCafferty (President and Chief Executive Officer of the Specialty Admitted Insurance Division), Timothy MacAleese (Senior Vice President, Chief Financial Officer) and other senior executives.
    How many executives does James River Group Holdings have?
    James River Group Holdings has 4 executives leading key business areas.
    What roles are included in James River Group Holdings’s leadership team?
    The leadership team of James River Group Holdings includes roles such as Group Chief Executive Officer, James River Holdings, Ltd, President and Chief Executive Officer of the Specialty Admitted Insurance Division, Senior Vice President, Chief Financial Officer, Chief Information Officer.