Leadership Overview
Westchester has 4 executives leading key functions including operations, and strategy.
Driven by a commitment to specialized insurance solutions, Westchester focuses on delivering comprehensive excess and surplus products across diverse risk categories, solidifying its market position through expert underwriting and client-centric service.
Driven by a commitment to specialized insurance solutions, Westchester focuses on delivering comprehensive excess and surplus products across diverse risk categories, solidifying its market position through expert underwriting and client-centric service.
Leadership Roles at Westchester
Brooke Szewczyk - Senior Vice President, Chief Operating Officer
Brooke Szewczyk, the Senior Vice President, Chief Operating Officer at Westchester, directs the operational framework supporting the company's extensive excess and surplus product lines. Overseeing critical functions across property, specialty casualty, environmental, and professional risk, Szewczyk ensures seamless execution of underwriting strategies and claims processing. This leadership role involves optimizing internal workflows and resource allocation to enhance service delivery for brokers and clients nationwide. By driving efficiency improvements, Brooke Szewczyk directly contributes to Westchester's capacity to manage complex risks and maintain its competitive edge in the insurance market. The focus remains on scalable operations that support continued growth and service excellence across all product offerings, including inland marine and product recall.
Eric Bouskill - Senior Vice President, Chief Operating Officer, Middle Market P and C
Eric Bouskill, the Senior Vice President, Chief Operating Officer, Middle Market P and C at Westchester, spearheads the operational strategy for the property and casualty lines targeting the middle market segment. Bouskill's purview encompasses refining underwriting processes, enhancing distribution channel effectiveness, and ensuring robust risk management protocols are in place for this crucial market. This executive drives initiatives aimed at improving operational efficiency and profitability within the middle market P&C portfolio. By fostering strong relationships with brokers and agents, Eric Bouskill ensures Westchester's specialized products meet the evolving needs of middle-market businesses. The operational leadership provided by Bouskill is vital for expanding market penetration and solidifying Westchester's reputation for specialized insurance solutions in this segment.
Ginnie Hays - President
Ginnie Hays, the President at Westchester, provides executive leadership and strategic direction across the organization's diverse insurance offerings. Hays guides the company's vision, focusing on expanding market reach and deepening client relationships within the excess and surplus lines sector. This leadership role involves overseeing all major business units, ensuring alignment with the company's mission to deliver specialized risk solutions. By championing innovation and operational excellence, Ginnie Hays drives the strategic growth of Westchester's property, casualty, environmental, and professional risk portfolios. The focus is on maintaining a high-performance culture that supports superior underwriting and claims services, thereby reinforcing Westchester's position as a trusted partner for complex insurance needs.
Allan Sanderson - President
Allan Sanderson, the President at Westchester, directs the overarching strategic initiatives and corporate development for the company's comprehensive suite of excess and surplus products. Sanderson's leadership focuses on identifying new market opportunities and strengthening Westchester's competitive position in specialized insurance segments, including product recall and small business offerings. This executive role involves fostering key partnerships and ensuring the company's strategic objectives are met through effective resource deployment and market analysis. By driving forward-thinking strategies, Allan Sanderson ensures Westchester remains at the forefront of providing tailored solutions for property, specialty casualty, and environmental risks. The emphasis is on sustainable growth and enhancing the value proposition for brokers and insureds across all operational areas.
Explore Leadership Teams in Insurance
Centene Corporation is a major American healthcare enterprise focused on providing access to affordable, high-quality health coverage and related services, particularly to underserved and low-income populations. Headquartered in Clayton, Missouri, United States, Centene has evolved from a regional Medicaid plan in 1984 into one of the nations largest managed care organizations, serving millions of individuals and families across all 50 U.S. states. The companys guiding mission is to transform the health of the communities it serves, one person at a time by increasing access to integrated, culturally sensitive healthcare that supports physical, emotional and social wellbeing. Centenes origins trace back to its founding by Elizabeth Betty Brinn as a nonprofit Medicaid plan in Milwaukee, Wisconsin. Over time, Centene steadily expanded its reach through organic growth and strategic acquisitions, building a nationwide footprint and diversifying its offerings beyond Medicaid to include Medicare, Health Insurance Marketplace plans, commercial products, long-term services and supports, and integrated care solutions. Today, the company manages care for tens of millions of members and is recognized as the largest Medicaid managed care organization and one of the longest-running carriers on the U.S. Health Insurance Marketplace.
Company Leadership
Ld
AC
Liberty Mutual Insurance Company is a global property and casualty insurance company offering a range of insurance services and products such as personal and commercial automobile and property, homeowners, workers' compensation, general liability, and surety. Liberty Mutual Insurance Company is headquartered in Boston, Massachusetts.
Company Leadership SC
MF
TV
BC
For almost 150 years, the companies of OneAmerica Financial have provided solutions that have helped generations of Americans become more financially secure. From life insurance to employee benefits to long-term care protection, our products and services are designed to help to help our customers face tomorrow with a greater sense of certainty.
Company Leadership


KT
Founded in 1905, American National Insurance Company offers personalized insurance coverage for life, home, business, auto, and much more. They are headquartered in Galveston, Texas.
Company Leadership
AT
CP
MO