ProAssurance Executive and Leadership Team

August, 2026

Leadership Overview

ProAssurance has 4 executives leading key functions including marketing, claims, workers' compensation, and specialty programs.

Driven by a commitment to excellence, ProAssurance delivers tailored insurance solutions backed by strong financial stability, focusing on medical professional liability and related coverage for healthcare providers and organizations.

Leadership Roles at ProAssurance

  • Chief Claims Officer & Co-President & Group Liability Professional - Darryl Thomas
  • President, Workers' Compensation Insurance - Kevin Shook
  • President, Pica Programs - Margaret Christian
  • Chief Marketing Officer - Jeffrey Bowlby
  • Darryl Thomas - Chief Claims Officer & Co-President & Group Liability Professional

    Darryl Thomas, the Chief Claims Officer & Co-President & Group Liability Professional at ProAssurance, oversees all claims operations and provides expert liability guidance. Managing the claims department, Thomas ensures efficient and equitable resolution of malpractice claims for healthcare providers and organizations. This critical role involves implementing robust claims handling protocols and supporting risk management efforts across the United States. By fostering a collaborative approach, Darryl Thomas strengthens ProAssurance's commitment to its clients. The Chief Claims Officer's leadership ensures that ProAssurance delivers on its promise of strong financial stability and exceptional service, particularly in medical professional liability coverage. Thomas's deep understanding of group liability professional services is integral to the company's specialized insurance solutions.
    Darryl Thomas

    Kevin Shook - President, Workers' Compensation Insurance

    Kevin Shook, the President, Workers' Compensation Insurance at ProAssurance, leads the strategic direction and operational execution for the workers' compensation division. Directing all aspects of this specialized insurance offering, Shook ensures ProAssurance provides comprehensive coverage and support to businesses across various industries. This leadership position involves developing innovative underwriting strategies and managing the profitability of the workers' compensation portfolio. By focusing on risk mitigation and efficient claims management, Kevin Shook enhances the value delivered to clients. The President's oversight guarantees that ProAssurance's workers' compensation solutions align with the company's broader mission of delivering tailored insurance products backed by financial strength and expertise. Shook's tenure drives the expansion of this key business segment.
    Kevin Shook

    Margaret Christian - President, Pica Programs

    Margaret Christian, the President, Pica Programs at ProAssurance, directs the strategic development and management of specialized insurance programs, particularly those related to Pica. Overseeing the underwriting, product development, and client relations for these niche offerings, Christian ensures ProAssurance effectively serves specific healthcare sectors requiring tailored malpractice insurance and risk management. This executive role involves fostering strong relationships with program administrators and healthcare organizations to deliver customized solutions. By leveraging deep industry knowledge, Margaret Christian drives the success and expansion of ProAssurance's Pica program offerings. The President's leadership reinforces the company's commitment to providing expert coverage and claims support, solidifying ProAssurance's position as a trusted specialty insurer.

    Jeffrey Bowlby - Chief Marketing Officer

    Jeffrey Bowlby, the Chief Marketing Officer at ProAssurance, directs all marketing initiatives and brand strategy. Overseeing market research and campaign development, Bowlby ensures ProAssurance's value proposition resonates across diverse healthcare sectors. This leadership role involves enhancing customer engagement and expanding market reach through targeted communications. By analyzing market trends, Jeffrey Bowlby drives the company's growth strategies. The Chief Marketing Officer's efforts support the delivery of tailored insurance solutions and reinforce ProAssurance's reputation for underwriting expertise and fair, collaborative engagement with healthcare providers and organizations nationwide. Bowlby's strategic vision guides the promotion of malpractice insurance, risk management services, and claims support.
    Jeffrey Bowlby

    Explore Leadership Teams in Insurance

    Frequently Asked Questions Regarding ProAssurance Top Executives and Leadership Team

    Who leads ProAssurance?
    ProAssurance is led by Darryl Thomas (Chief Claims Officer & Co-President & Group Liability Professional), along with executives such as Kevin Shook (President, Workers' Compensation Insurance) and Margaret Christian (President, Pica Programs).
    Who is part of ProAssurance’s executive team?
    The executive team of ProAssurance includes leaders such as Darryl Thomas (Chief Claims Officer & Co-President & Group Liability Professional), Kevin Shook (President, Workers' Compensation Insurance), Margaret Christian (President, Pica Programs) and other senior executives.
    How many executives does ProAssurance have?
    ProAssurance has 4 executives leading key business areas.
    What roles are included in ProAssurance’s leadership team?
    The leadership team of ProAssurance includes roles such as Chief Claims Officer & Co-President & Group Liability Professional, President, Workers' Compensation Insurance, President, Pica Programs, Chief Marketing Officer.