Westfield Insurance Executive and Leadership Team

May, 2026

Leadership Overview

Westfield Insurance has 7 executives leading key functions including strategy, finance, operations, and legal.

Driven by a legacy of service, Westfield Insurance is dedicated to providing comprehensive insurance solutions across personal, business, and agribusiness sectors, upholding a commitment to policyholder security and community support.

Leadership Roles at Westfield Insurance

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

    Gregory Galeaz, the Chief Executive Officer at Westfield Insurance, directs the overarching corporate strategy and operational execution. Galeaz spearheads initiatives to enhance market penetration and customer satisfaction within the insurance sector. This leadership role involves aligning departmental objectives with the company's long-term vision for growth and stability. Overseeing key strategic partnerships, Gregory Galeaz ensures the company maintains a competitive edge. The Chief Executive Officer's focus remains on driving innovation and operational excellence across all business units. This includes fostering a culture of accountability and performance, directly impacting Westfield Insurance's financial health and market reputation. Galeaz's strategic direction guides the company's expansion into new markets and product development.

    Robert Joyce - Chairman & Chief Executive Officer

    Robert Joyce, the Chairman & Chief Executive Officer at Westfield Insurance, provides ultimate oversight for the company's strategic direction and governance. Joyce guides the board of directors and executive team in executing the company's mission. This critical role involves setting the tone for corporate culture and ethical conduct. Robert Joyce's leadership ensures that Westfield Insurance adheres to regulatory standards and maintains strong stakeholder relationships. The Chairman & Chief Executive Officer's responsibilities extend to championing the company's long-term sustainability and financial integrity. Joyce's influence shapes the company's approach to risk management and capital allocation. Through strategic vision, Robert Joyce drives the organization's commitment to policyholder protection and community engagement.

    Robert Looney - Chief Financial Officer

    Robert Looney, the Chief Financial Officer at Westfield Insurance, manages all financial operations and strategic financial planning. Looney oversees budgeting, forecasting, and capital management to ensure fiscal health and profitability. This role is pivotal in guiding investment decisions and optimizing financial performance across the organization. Robert Looney directs the accounting, treasury, and financial reporting functions, ensuring compliance with all relevant regulations. The Chief Financial Officer's expertise is crucial for assessing market opportunities and mitigating financial risks. Looney's strategic insights support Westfield Insurance's growth objectives and operational efficiency. Through meticulous financial oversight, Robert Looney safeguards the company's assets and enhances shareholder value.

    Tracey Petkovic - Chief Information Officer, Enterprise Services

    Tracey Petkovic, the Chief Information Officer, Enterprise Services at Westfield Insurance, directs the company's technology strategy and infrastructure. Petkovic oversees the development and implementation of enterprise-wide IT solutions that support business operations and innovation. This leadership position is critical for ensuring data security, system reliability, and digital transformation initiatives. Tracey Petkovic manages the IT department, focusing on enhancing operational efficiency through advanced technological platforms. The Chief Information Officer, Enterprise Services' responsibilities include aligning technology investments with business goals. Petkovic drives the adoption of new technologies to improve customer experience and streamline internal processes. Through strategic IT leadership, Tracey Petkovic ensures Westfield Insurance remains technologically competitive.

    Bradley Kass - Chief Operations Officer

    Bradley Kass, the Chief Operations Officer at Westfield Insurance, oversees the day-to-day operational functions and process optimization. Kass directs the execution of business strategies to ensure efficient service delivery and operational excellence across all departments. This role is fundamental to maintaining high standards of customer service and policy administration. Bradley Kass manages the operational infrastructure, focusing on streamlining workflows and enhancing productivity. The Chief Operations Officer's responsibilities include driving continuous improvement initiatives and managing resource allocation effectively. Kass's leadership ensures that Westfield Insurance's operational capabilities support its growth and market objectives. Through effective operational management, Bradley Kass contributes to the company's overall success and policyholder satisfaction.

    Anthony Chimera - Chief Administrative Officer (CAO)

    Anthony Chimera, the Chief Administrative Officer (CAO) at Westfield Insurance, leads critical administrative functions that support the company's strategic objectives. Chimera oversees human resources, facilities management, and corporate services, ensuring a productive and compliant work environment. This position is key to fostering organizational efficiency and employee engagement. Anthony Chimera directs the implementation of policies and procedures that enhance operational effectiveness and support company culture. The Chief Administrative Officer (CAO)'s responsibilities include managing corporate governance and ensuring seamless internal operations. Chimera's strategic oversight contributes to the overall stability and smooth functioning of Westfield Insurance. Through dedicated administrative leadership, Anthony Chimera supports the company's mission and operational integrity.
    Frank Carrino, the Chief Legal Officer & Secretary at Westfield Insurance, provides expert legal counsel and oversees corporate governance. Carrino manages all legal affairs, ensuring compliance with industry regulations and mitigating legal risks. This role is essential for protecting the company's interests and upholding its ethical standards. Frank Carrino directs the legal department, advising the board and executive team on critical legal matters. The Chief Legal Officer & Secretary's responsibilities include managing litigation, contracts, and regulatory filings. Carrino's strategic legal guidance supports Westfield Insurance's business objectives and operational integrity. Through diligent legal oversight, Frank Carrino ensures the company operates within the bounds of the law and maintains strong corporate governance.
    Frank Carrino

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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 (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 (Chief Financial Officer) and other senior executives.
    How many executives does Westfield Insurance have?
    Westfield Insurance has 7 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, Chief Financial Officer, Chief Information Officer, Enterprise Services, Chief Operations Officer.