ProAssurance Executive and Leadership Team

August, 2026

Leadership Overview

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

Dedicated to providing robust medical professional liability coverage, ProAssurance maintains a steadfast commitment to supporting healthcare providers through expert underwriting, comprehensive risk management, and collaborative claims support across the United States.

Leadership Roles at ProAssurance

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

    Margaret Christian, the President, Pica Programs at ProAssurance, manages the specialized insurance programs designed for niche healthcare segments. Overseeing the operational execution of these programs, the President, Pica Programs ensures that tailored coverage meets the specific needs of healthcare organizations. This leadership role involves maintaining high underwriting standards while fostering collaborative relationships with policyholders. By focusing on the unique risk profiles within these sectors, Margaret Christian drives the growth of specialized insurance offerings. The President, Pica Programs also collaborates with the broader executive team to integrate these programs into the overall financial strategy of the company. Through rigorous oversight of program performance, Christian secures long-term stability and ensures that the insurance solutions remain responsive to evolving industry demands. Ultimately, the President, Pica Programs maintains the reputation of the organization as a leader in providing precise, reliable coverage for complex healthcare environments.
    Margaret Christian

    Kevin Shook - President, Workers' Compensation Insurance

    Kevin Shook, the President, Workers' Compensation Insurance at ProAssurance, directs the strategic operations and underwriting for workers' compensation coverage. Overseeing the expansion of these insurance services, the President, Workers' Compensation Insurance ensures that healthcare systems receive comprehensive protection against workplace risks. This leadership role involves managing the claims process and risk mitigation strategies to maintain financial health and operational efficiency. By optimizing the delivery of workers' compensation solutions, Kevin Shook drives significant value for clients across the national market. The President, Workers' Compensation Insurance also works closely with the Board to align departmental goals with the overarching corporate mission of providing stable, fair insurance. Through the implementation of data-driven underwriting practices, Shook enhances the ability of the company to manage complex liabilities effectively. Ultimately, the President, Workers' Compensation Insurance secures the operational integrity of the organization by delivering consistent, high-quality coverage to healthcare providers.
    Kevin Shook

    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 entire claims lifecycle and group liability strategy. Managing the claims support teams, the Chief Claims Officer & Co-President & Group Liability Professional ensures that every case receives fair, collaborative, and efficient resolution. This leadership role involves setting the standards for liability assessment and coordinating with legal and underwriting departments to mitigate risk. By driving excellence in claims management, Darryl Thomas supports the financial stability of the company and reinforces the trust of healthcare providers. The Chief Claims Officer & Co-President & Group Liability Professional also contributes to the executive strategy, shaping the long-term approach to professional liability across the organization. Through the application of deep industry knowledge, Thomas ensures that the company remains a reliable partner for practitioners facing complex legal challenges. Ultimately, the Chief Claims Officer & Co-President & Group Liability Professional maintains the high standards of service that define the organization.
    Darryl Thomas

    Jeffrey Bowlby - Chief Marketing Officer

    Jeffrey Bowlby, the Chief Marketing Officer at ProAssurance, directs all brand positioning and market outreach strategies for the specialty insurance group. Overseeing the development of communication channels, the Chief Marketing Officer ensures that medical professional liability solutions reach healthcare providers effectively. This leadership role involves analyzing market trends to refine product messaging and enhance the competitive standing of the organization. By aligning marketing initiatives with the core mission of providing fair, collaborative insurance, Jeffrey Bowlby drives engagement across diverse healthcare sectors. The Chief Marketing Officer also coordinates with internal departments to translate complex underwriting expertise into accessible value propositions for practitioners and large systems. Through consistent brand management, Bowlby strengthens the market presence of the company, ensuring that the unique benefits of the insurance portfolio remain clear to all potential clients seeking financial stability and reliable risk management support.
    Jeffrey Bowlby

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    Frequently Asked Questions Regarding ProAssurance Top Executives and Leadership Team

    Who leads ProAssurance?
    ProAssurance is led by Margaret Christian (President, Pica Programs), along with executives such as Kevin Shook (President, Workers' Compensation Insurance) and Darryl Thomas (Chief Claims Officer & Co-President & Group Liability Professional).
    Who is part of ProAssurance’s executive team?
    The executive team of ProAssurance includes leaders such as Margaret Christian (President, Pica Programs), Kevin Shook (President, Workers' Compensation Insurance), Darryl Thomas (Chief Claims Officer & Co-President & Group Liability Professional) 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 President, Pica Programs, President, Workers' Compensation Insurance, Chief Claims Officer & Co-President & Group Liability Professional, Chief Marketing Officer.