Sentry Executive and Leadership Team

July, 2026

Leadership Overview

Sentry has 9 executives leading key functions including strategy, operations, information technology, and regional management.

Driven by a commitment to customer service, Sentry provides a comprehensive suite of insurance products, focusing on property and casualty, auto, and life insurance to meet diverse client needs.

Leadership Roles at Sentry

  • Chairman and Chief Executive Officer, Sentry Mutual Holding Company - Pete McPartland
  • Chair and Chief Executive Officer - Dale Schuh
  • Chief Operating Officer - Kenneth Krieg
  • Chief Information Officer - Jim Frank
  • Regional Executive - Craig Simonson
  • Regional Executive - Timothy Zepnick
  • Regional Executive - Paul Boehm
  • Regional Executive - Bob Bordeaux
  • Regional Executive - Much Heare
  • Pete McPartland - Chairman and Chief Executive Officer, Sentry Mutual Holding Company

    Pete McPartland, the Chairman and Chief Executive Officer, Sentry Mutual Holding Company at Sentry, directs the overarching strategy and corporate governance for the mutual holding company. This leadership position involves setting the long-term vision and ensuring the financial health and stability of Sentry's diverse insurance operations. McPartland guides the executive team in navigating market complexities and driving growth across all business lines, including auto, homeowners, and property and casualty insurance. The Chairman and Chief Executive Officer, Sentry Mutual Holding Company also oversees the development and execution of strategic initiatives designed to enhance customer value and operational efficiency. This role demands a deep understanding of the insurance landscape and a commitment to Sentry's foundational principles. Pete McPartland ensures alignment between the company's mission and its day-to-day operations, fostering a culture of integrity and service excellence across the organization.
    Pete McPartland

    Dale Schuh - Chair and Chief Executive Officer

    Dale Schuh, the Chair and Chief Executive Officer at Sentry, spearheads the company's strategic direction and executive leadership. This role encompasses driving innovation and ensuring Sentry's continued success in the competitive insurance market. Schuh oversees all major business functions, from product development to market expansion, with a focus on delivering exceptional value to policyholders. The Chair and Chief Executive Officer works closely with the board to establish corporate objectives and monitor performance across all insurance lines, including auto, homeowners, and life insurance. Dale Schuh's leadership emphasizes operational excellence and a customer-centric approach, reinforcing Sentry's commitment to providing reliable insurance solutions. This executive guides the organization's growth strategies and champions initiatives that enhance Sentry's market position and long-term sustainability.

    Kenneth Krieg - Chief Operating Officer

    Kenneth Krieg, the Chief Operating Officer at Sentry, manages the daily operational activities and ensures the efficient execution of the company's business strategies. This critical role involves overseeing various departments responsible for underwriting, claims processing, and customer service across Sentry's extensive product portfolio, including property and casualty, auto, and life insurance. The Chief Operating Officer focuses on optimizing operational workflows, implementing best practices, and driving continuous improvement to enhance service delivery and cost-effectiveness. Kenneth Krieg collaborates with other executive leaders to align operational capabilities with market demands and strategic growth objectives. This executive's responsibilities include managing resources effectively and ensuring that Sentry maintains high standards of performance and policyholder satisfaction throughout its operations.

    Jim Frank - Chief Information Officer

    Jim Frank, the Chief Information Officer at Sentry, directs the company's technology strategy and information systems infrastructure. This leadership position is vital for supporting Sentry's diverse insurance offerings, from auto and homeowners policies to life and annuities. Frank oversees the development and implementation of innovative technology solutions that enhance operational efficiency, data security, and customer experience. The Chief Information Officer is responsible for managing the IT department, ensuring robust cybersecurity measures, and driving digital transformation initiatives across the organization. Jim Frank collaborates with executive peers to align technology investments with business goals, enabling Sentry to adapt to evolving market demands and maintain a competitive edge. This executive ensures that Sentry's technological capabilities effectively support its mission of providing reliable insurance products.
    Jim Frank

    Craig Simonson - Regional Executive

    Craig Simonson, the Regional Executive at Sentry, leads and manages insurance operations within a designated geographic territory. This role involves driving business development, fostering strong relationships with agents and policyholders, and ensuring Sentry's market presence and growth in the region. Simonson oversees the execution of sales strategies and service initiatives tailored to the specific needs of the local market, covering a range of insurance products including auto, homeowners, and property and casualty lines. The Regional Executive works to achieve regional performance targets and uphold Sentry's commitment to exceptional customer service. Craig Simonson plays a key part in expanding Sentry's reach and reinforcing its reputation as a trusted insurance provider within the assigned territory.

    Timothy Zepnick - Regional Executive

    Timothy Zepnick, the Regional Executive at Sentry, directs insurance operations and market strategy for a specific geographic area. This leadership function focuses on expanding Sentry's footprint and enhancing its service delivery within the region, covering a broad spectrum of insurance products such as auto, homeowners, and life insurance. Zepnick is responsible for cultivating strong partnerships with brokers and clients, driving sales performance, and ensuring compliance with regional regulations. The Regional Executive works to achieve strategic objectives by adapting Sentry's offerings to local market dynamics. Timothy Zepnick's efforts are crucial in strengthening Sentry's brand presence and customer loyalty across the territory.

    Paul Boehm - Regional Executive

    Paul Boehm, the Regional Executive at Sentry, oversees insurance operations and market development within a defined geographic region. This executive role is dedicated to driving Sentry's business objectives, including sales growth and customer retention for its comprehensive insurance products like auto, property, and casualty lines. Boehm manages regional teams, implements strategic initiatives, and ensures the delivery of high-quality service to policyholders and partners. The Regional Executive focuses on understanding and responding to local market conditions to maximize Sentry's performance. Paul Boehm's leadership contributes significantly to strengthening Sentry's market position and fostering enduring client relationships within the region.

    Bob Bordeaux - Regional Executive

    Bob Bordeaux, the Regional Executive at Sentry, leads insurance operations and market strategy for a specific geographic territory. This executive role is pivotal in driving Sentry's growth and market penetration by overseeing sales, service, and business development initiatives. Bordeaux manages regional performance, ensuring alignment with the company's overall objectives for its diverse insurance products, including auto, homeowners, and life insurance. The Regional Executive cultivates relationships with key stakeholders, including agents and clients, to enhance Sentry's presence and reputation. Bob Bordeaux's leadership ensures that Sentry effectively serves its policyholders and achieves its strategic goals within the designated region.

    Much Heare - Regional Executive

    Much Heare, the Regional Executive at Sentry, directs insurance operations and market strategy within a specific geographic area. This leadership position is responsible for driving Sentry's business objectives, including sales performance and customer satisfaction across its range of insurance products, such as auto, property, and casualty lines. Heare oversees regional teams, implements strategic plans, and ensures the effective delivery of services to policyholders and partners. The Regional Executive focuses on adapting Sentry's offerings to meet local market demands and opportunities. Much Heare's contributions are essential for expanding Sentry's market share and reinforcing its commitment to providing reliable insurance solutions within the territory.

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    Frequently Asked Questions Regarding Sentry Top Executives and Leadership Team

    Who leads Sentry?
    Sentry is led by Pete McPartland (Chairman and Chief Executive Officer, Sentry Mutual Holding Company), along with executives such as Dale Schuh (Chair and Chief Executive Officer) and Kenneth Krieg (Chief Operating Officer).
    Who is part of Sentry’s executive team?
    The executive team of Sentry includes leaders such as Pete McPartland (Chairman and Chief Executive Officer, Sentry Mutual Holding Company), Dale Schuh (Chair and Chief Executive Officer), Kenneth Krieg (Chief Operating Officer) and other senior executives.
    How many executives does Sentry have?
    Sentry has 9 executives leading key business areas.
    What roles are included in Sentry’s leadership team?
    The leadership team of Sentry includes roles such as Chairman and Chief Executive Officer, Sentry Mutual Holding Company, Chair and Chief Executive Officer, Chief Operating Officer, Chief Information Officer, Regional Executive.