Westchester Executive and Leadership Team

Eric Bouskill, the Senior Vice President, Chief Operating Officer, Middle Market P & C at Westchester, directs operational strategies for the property and casualty lines within the middle market segment. Bouskill oversees the execution of underwriting policies and claims processing, ensuring efficiency and adherence to regulatory standards across these critical business areas. This leadership role involves optimizing workflows and resource allocation to support profitable growth and enhance service delivery for brokers and policyholders. By focusing on operational excellence, Eric Bouskill drives the effectiveness of the middle market P&C division, directly impacting Westchester's market competitiveness and financial performance. The scope of this position includes managing the integration of new technologies and process improvements to streamline operations and maintain a high level of service quality. Bouskill's strategic oversight ensures that the operational framework supports the company's broader objectives in the excess and surplus insurance market.

Brooke Szewczyk, the Senior Vice President, Chief Operating Officer at Westchester, spearheads the company's overall operational framework and strategic execution across all product lines. Szewczyk manages the integration of diverse business functions, including underwriting, claims, and technology, to ensure seamless service delivery and operational efficiency. This executive position involves driving initiatives that enhance productivity, reduce costs, and improve the overall client experience. Brooke Szewczyk's leadership is crucial in aligning operational capabilities with Westchester's mission to provide specialized excess and surplus products. By fostering collaboration among departments and implementing best practices, Szewczyk ensures that the company maintains its competitive edge in the insurance market. The role demands a comprehensive understanding of the insurance lifecycle, from product development to policy administration, with a focus on scalable and sustainable operational growth. Szewczyk's contributions are vital to maintaining the integrity and effectiveness of Westchester's extensive product offerings.

Ginnie Hays, the President at Westchester, directs the overarching strategic vision and business development initiatives for the organization. Hays is responsible for setting the company's direction, fostering innovation, and ensuring profitable expansion across all specialized insurance product lines. This executive leadership position involves cultivating strong relationships with brokers, carriers, and key stakeholders to enhance Westchester's market presence and reputation. Ginnie Hays's focus includes identifying new market opportunities and driving the adoption of advanced strategies to meet evolving client needs in property, specialty casualty, environmental, and professional risk sectors. By championing a culture of excellence and accountability, Hays guides the executive team in achieving ambitious growth targets and maintaining a leading position in the excess and surplus market. The strategic decisions made under Hays's leadership directly influence the company's financial health and long-term sustainability.

Allan Sanderson, the President at Westchester, leads the strategic direction and operational oversight for key segments of the company's insurance portfolio. Sanderson focuses on driving growth and enhancing profitability through the effective management of underwriting, product development, and market penetration strategies. This critical role involves collaborating with executive leadership to refine business objectives and ensure alignment with market demands for excess and surplus products. Allan Sanderson's expertise is instrumental in navigating the complexities of specialty insurance lines, including inland marine, product recall, and small business offerings. By championing operational efficiency and fostering a client-centric approach, Sanderson ensures that Westchester consistently delivers value to its partners. The leadership provided by Allan Sanderson is essential for maintaining the company's competitive advantage and expanding its reach within the diverse insurance landscape.