Westfield Insurance Executive and Leadership Team

August, 2026

Leadership Overview

Westfield Insurance has 8 executives leading key functions including strategy, governance, technology, finance, operations, legal, and administration.

Committed to protecting assets across personal, business, and agribusiness sectors, Westfield Insurance delivers comprehensive risk management solutions while maintaining a legacy of stability and customer-focused insurance excellence.

Leadership Roles at Westfield Insurance

  • Chief Executive Officer - Gregory Galeaz
  • Chairman & Chief Executive Officer - Robert Joyce
  • Executive Vice President & Chief Financial Officer - Robert Looney
  • Chief Information Officer - Manoj Jain
  • Chief Information Officer, Enterprise Services - Tracey Petkovic
  • Chief Operations Officer - Brad Kass
  • Chief Legal Officer & Secretary - Frank Carrino
  • Chief Administrative Officer (CAO) - Anthony Chimera
  • Gregory Galeaz - Chief Executive Officer

    Gregory Galeaz, the Chief Executive Officer at Westfield Insurance, directs the overarching corporate strategy for personal, business, and agribusiness insurance portfolios. Overseeing long-term growth initiatives, the Chief Executive Officer ensures alignment between underwriting performance and market demands. This leadership role involves constant evaluation of risk appetite to maintain financial strength across North American markets. By fostering innovation within the insurance product lifecycle, Gregory Galeaz drives operational excellence and competitive positioning. The Chief Executive Officer collaborates with the Board to refine corporate vision, ensuring the organization adapts to evolving industry landscapes. Through rigorous oversight of market expansion, Galeaz secures the future trajectory of the firm. This executive leadership maintains a focus on sustainable profitability while delivering value to policyholders. Ultimately, Galeaz guides the organization toward achieving strategic milestones in a complex, highly regulated insurance environment.

    Robert Joyce - Chairman & Chief Executive Officer

    Robert Joyce, the Chairman & Chief Executive Officer at Westfield Insurance, governs the strategic direction and board-level oversight for the entire Westfield Group subsidiary. Managing the intersection of corporate governance and executive execution, the Chairman & Chief Executive Officer defines the mission for personal and commercial insurance lines. This role requires balancing stakeholder interests with the operational requirements of a large-scale insurance provider. Robert Joyce architects the high-level framework for risk management, ensuring the company remains resilient against market volatility. By setting the tone for organizational culture and ethical standards, the Chairman & Chief Executive Officer influences every department. Joyce maintains a focus on long-term solvency and market leadership, steering the firm through complex economic cycles. Through this dual leadership capacity, Joyce ensures that the strategic vision translates into tangible results for policyholders and partners across the diverse insurance landscape.

    Robert Looney - Executive Vice President & Chief Financial Officer

    Robert Looney, the Executive Vice President & Chief Financial Officer at Westfield Insurance, manages the financial health, capital allocation, and fiscal planning for the entire organization. Overseeing the accounting, treasury, and financial reporting functions, the Executive Vice President & Chief Financial Officer ensures the company maintains the necessary reserves to support personal, business, and agribusiness insurance obligations. This leadership role involves analyzing market trends to optimize investment portfolios and mitigate financial risk. By providing critical data-driven insights to the executive team, Robert Looney drives informed decision-making regarding growth and resource distribution. The Executive Vice President & Chief Financial Officer maintains rigorous compliance with regulatory standards, ensuring transparency and stability. Through strategic financial planning, Looney supports the long-term viability of the firm. Ultimately, Looney secures the fiscal integrity required to sustain the company's market position and commitment to policyholders.

    Manoj Jain - Chief Information Officer

    Manoj Jain, the Chief Information Officer at Westfield Insurance, directs the digital transformation and technological infrastructure supporting all insurance operations. Overseeing the modernization of core systems, the Chief Information Officer ensures that data analytics and software platforms enhance underwriting accuracy and customer service efficiency. This leadership role involves managing complex cybersecurity frameworks to protect sensitive policyholder information across the enterprise. By integrating advanced digital tools into the agribusiness and personal insurance workflows, Manoj Jain drives operational agility. The Chief Information Officer collaborates with other C-suite leaders to align technology investments with broader business goals, ensuring scalable growth. Through the implementation of robust IT strategies, Jain optimizes internal processes and improves the speed of service delivery. Ultimately, Jain secures the technological foundation necessary for the company to remain competitive in a rapidly digitizing insurance marketplace.

    Tracey Petkovic - Chief Information Officer, Enterprise Services

    Tracey Petkovic, the Chief Information Officer, Enterprise Services at Westfield Insurance, architects the shared service platforms and enterprise-wide technology solutions that unify business operations. Overseeing the integration of cross-functional systems, the Chief Information Officer, Enterprise Services ensures that internal departments access seamless data and communication tools. This leadership role involves streamlining administrative workflows through automation and cloud-based infrastructure. By focusing on the efficiency of enterprise-level services, Tracey Petkovic drives productivity across the entire organization. The Chief Information Officer, Enterprise Services collaborates with operational leads to identify bottlenecks and implement technological fixes that enhance overall performance. Through the management of enterprise architecture, Petkovic ensures that the company maintains a cohesive digital environment. Ultimately, Petkovic supports the operational backbone of the firm, enabling staff to deliver superior service to personal and business insurance clients.

    Brad Kass - Chief Operations Officer

    Brad Kass, the Chief Operations Officer at Westfield Insurance, directs the day-to-day execution of insurance service delivery and internal business processes. Overseeing the claims processing, policy administration, and customer support functions, the Chief Operations Officer ensures that the company meets its service level agreements for personal and business clients. This leadership role involves optimizing operational workflows to reduce cycle times and improve the overall customer experience. By implementing lean management principles, Brad Kass drives efficiency across the organization's core insurance operations. The Chief Operations Officer collaborates with the technology and finance teams to ensure that operational capacity aligns with business growth targets. Through the continuous improvement of internal procedures, Kass maintains high standards of service quality. Ultimately, Kass ensures that the company's operational infrastructure remains robust, scalable, and responsive to the needs of the diverse insurance market.
    Frank Carrino, the Chief Legal Officer & Secretary at Westfield Insurance, directs the legal strategy, regulatory compliance, and corporate governance framework for the firm. Overseeing the legal department, the Chief Legal Officer & Secretary ensures that all insurance policies and business practices adhere to state and federal regulations. This leadership role involves managing litigation, contract negotiations, and corporate filings to protect the company's interests. By providing counsel on complex risk management issues, Frank Carrino drives the organization's ability to navigate the legal landscape of the insurance industry. The Chief Legal Officer & Secretary collaborates with the Board to maintain high standards of corporate governance and transparency. Through the proactive management of legal risks, Carrino secures the company's reputation and operational continuity. Ultimately, Carrino ensures that all business activities remain within the bounds of law while supporting the company's strategic objectives.
    Frank Carrino

    Anthony Chimera - Chief Administrative Officer (CAO)

    Anthony Chimera, the Chief Administrative Officer (CAO) at Westfield Insurance, directs the internal administrative functions, human resources strategy, and organizational development initiatives. Overseeing the talent management and corporate culture programs, the Chief Administrative Officer (CAO) ensures that the workforce remains aligned with the company's mission of providing exceptional insurance services. This leadership role involves managing facilities, internal communications, and organizational change processes to support a high-performing environment. By fostering employee engagement and professional development, Anthony Chimera drives the human capital strategy necessary for long-term success. The Chief Administrative Officer (CAO) collaborates with other executives to ensure that administrative policies support the broader business goals. Through the optimization of internal support systems, Chimera enhances the overall efficiency of the organization. Ultimately, Chimera secures the organizational health and operational readiness required to sustain the company's market impact.

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    Frequently Asked Questions Regarding Westfield Insurance Top Executives and Leadership Team

    Who leads Westfield Insurance?
    Westfield Insurance is led by Gregory Galeaz (Chief Executive Officer), along with executives such as Robert Joyce (Chairman & Chief Executive Officer) and Robert Looney (Executive Vice President & Chief Financial Officer).
    Who is part of Westfield Insurance’s executive team?
    The executive team of Westfield Insurance includes leaders such as Gregory Galeaz (Chief Executive Officer), Robert Joyce (Chairman & Chief Executive Officer), Robert Looney (Executive Vice President & Chief Financial Officer) and other senior executives.
    How many executives does Westfield Insurance have?
    Westfield Insurance has 8 executives leading key business areas.
    What roles are included in Westfield Insurance’s leadership team?
    The leadership team of Westfield Insurance includes roles such as Chief Executive Officer, Chairman & Chief Executive Officer, Executive Vice President & Chief Financial Officer, Chief Information Officer, Chief Information Officer, Enterprise Services.