ProAssurance Executive and Leadership Team

July, 2026

Leadership Overview

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

Driven by a commitment to specialized insurance solutions, ProAssurance delivers tailored coverage and risk management expertise to healthcare providers, backed by robust financial stability and a collaborative approach to client partnerships.

Leadership Roles at ProAssurance

  • Chief Claims Officer & Co-President & Group Liability Professional - Darryl Thomas
  • President, Pica Programs - Margaret Christian
  • President, Workers' Compensation Insurance - Kevin Shook
  • 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 the comprehensive claims management process for all specialty insurance lines. This critical function ensures fair, efficient, and expert handling of malpractice claims and related coverage for healthcare providers and organizations. Thomas directs teams responsible for claims investigation, resolution, and support, maintaining ProAssurance's reputation for a fair, collaborative approach. The leadership role involves strategic oversight of claims operations, ensuring alignment with underwriting expertise and financial stability objectives. By managing the claims lifecycle, Darryl Thomas directly impacts client satisfaction and reinforces the company's commitment to delivering tailored insurance solutions. This executive's purview extends to managing complex liability cases, providing essential risk management insights derived from claims data.
    Darryl Thomas

    Margaret Christian - President, Pica Programs

    Margaret Christian, the President, Pica Programs at ProAssurance, leads the strategic direction and operational execution for specialized insurance programs, particularly those focused on medical professional liability. Christian directs the development and management of tailored coverage solutions designed for healthcare providers and organizations, ensuring alignment with ProAssurance's core mission. This leadership position involves overseeing underwriting, risk management, and claims support functions specific to the Pica Programs portfolio. By leveraging deep industry expertise, Margaret Christian ensures the delivery of high-quality malpractice insurance and related services. The focus remains on maintaining strong financial stability and fostering a collaborative approach with clients, reinforcing ProAssurance's market position as a trusted specialty insurer. Christian's oversight is key to adapting offerings for diverse healthcare sectors.

    Kevin Shook - President, Workers' Compensation Insurance

    Kevin Shook, the President, Workers' Compensation Insurance at ProAssurance, drives the strategy and operations for the company's workers' compensation insurance offerings. Shook directs the underwriting, product development, and market expansion initiatives within this specific insurance sector, ensuring ProAssurance provides effective coverage for businesses. This executive role involves collaborating with sales teams and distribution partners to enhance market penetration and client retention. By focusing on operational efficiency and risk mitigation, Kevin Shook supports the company's broader objective of delivering specialized insurance solutions backed by strong financial stability. The leadership ensures that ProAssurance's workers' compensation products meet the evolving needs of employers, contributing to the overall growth and success of the specialty insurance group.
    Kevin Shook

    Jeffrey Bowlby - Chief Marketing Officer

    Jeffrey Bowlby, the Chief Marketing Officer at ProAssurance, directs all brand strategy and market positioning initiatives. Overseeing the development and execution of integrated marketing campaigns, Bowlby ensures ProAssurance's specialized insurance solutions for healthcare providers reach target audiences effectively. This leadership role involves analyzing market trends, identifying growth opportunities within the medical professional liability sector, and enhancing customer engagement across all communication channels. By fostering strong relationships with industry stakeholders and managing the company's public image, Jeffrey Bowlby drives brand awareness and supports the organization's mission of providing tailored insurance backed by strong financial stability. The Chief Marketing Officer's efforts are crucial for communicating the company's expertise in malpractice insurance and risk management.
    Jeffrey Bowlby

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    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 Margaret Christian (President, Pica Programs) and Kevin Shook (President, Workers' Compensation Insurance).
    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), Margaret Christian (President, Pica Programs), Kevin Shook (President, Workers' Compensation Insurance) 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, Pica Programs, President, Workers' Compensation Insurance, Chief Marketing Officer.