The Baldwin Group Executive and Leadership Team

June, 2026

Leadership Overview

The Baldwin Group has 10 executives leading key functions including strategy, operations, marketing, technology, finance, and regional management.

Driven by a commitment to client success, The Baldwin Group provides comprehensive insurance brokerage and advisory services, leveraging a nationwide platform to deliver tailored coverage solutions and expert risk management.

Leadership Roles at The Baldwin Group

  • Chief Executive Officer - Trevor Baldwin
  • President & Group Chief Executive Officer, The Baldwin, Underwriting, Capacity & Technology Solutions - James Roche
  • Chief Financial Officer - Bradford Hale
  • Chief Operating Officer, Insurance Advisory Solutions (IAS) - Joseph Valerio
  • President, Capacity Solutions - Austin Rock
  • President, Practice, Construction - Joseph Charczenko
  • President, Southwest Region - Brian Kapiloff
  • Chief Marketing Officer - Richard Tallo
  • Chief Technology Officer - Sandeep Bajaj
  • Partner - The Baldwin Group - Janette L'Heureux
  • Trevor Baldwin - Chief Executive Officer

    Trevor Baldwin, the Chief Executive Officer at The Baldwin Group, directs the overarching corporate strategy and vision for the independent insurance brokerage and advisory firm. Baldwin guides the organization's expansion and market positioning, ensuring alignment with the company's mission to serve millions of clients nationwide with business and personal insurance, risk management, employee benefits, and wealth management solutions. This leadership role involves fostering a culture of innovation and client-centricity across all operational divisions. The Chief Executive Officer's focus remains on driving sustainable growth and enhancing the firm's reputation as a premier provider of tailored coverage. Trevor Baldwin's strategic direction ensures the company maintains its competitive edge in the dynamic insurance landscape.
    Trevor Baldwin

    James Roche - President & Group Chief Executive Officer, The Baldwin, Underwriting, Capacity & Technology Solutions

    James Roche, the President & Group Chief Executive Officer, The Baldwin, Underwriting, Capacity & Technology Solutions at The Baldwin Group, spearheads critical business units focused on underwriting, capacity, and technology. Roche drives the strategic development and operational execution for these specialized areas, ensuring they deliver robust solutions to clients and partners. This executive oversees the integration of advanced technology with underwriting processes to optimize risk assessment and capacity management. The President & Group Chief Executive Officer's responsibilities include fostering synergistic relationships between these core functions and the broader advisory services offered by The Baldwin Group. James Roche's leadership ensures these divisions contribute significantly to the firm's nationwide platform and its ability to provide millions of clients with comprehensive insurance and risk management services.
    James Roche

    Bradford Hale - Chief Financial Officer

    Bradford Hale, the Chief Financial Officer at The Baldwin Group, manages the company's financial operations and strategic fiscal planning. Hale oversees all aspects of financial reporting, budgeting, and investment strategies to ensure the firm's fiscal health and sustainable growth. This critical role involves managing capital allocation, optimizing financial performance, and ensuring compliance with all regulatory requirements across the United States. The Chief Financial Officer's responsibilities extend to supporting the firm's expansion initiatives and enhancing shareholder value. Bradford Hale's financial acumen is instrumental in guiding The Baldwin Group's strategic decisions, supporting its mission to provide comprehensive insurance and advisory services to millions of clients.

    Joseph Valerio - Chief Operating Officer, Insurance Advisory Solutions (IAS)

    Joseph Valerio, the Chief Operating Officer, Insurance Advisory Solutions (IAS) at The Baldwin Group, directs the operational efficiency and service delivery for the firm's core insurance advisory functions. Valerio oversees the day-to-day management of IAS, ensuring seamless execution of business and personal insurance, risk management, and employee benefits programs for millions of clients. This leadership position focuses on optimizing internal processes, enhancing client satisfaction, and driving operational excellence across the nationwide platform. The Chief Operating Officer's responsibilities include managing resources, implementing best practices, and fostering collaboration among advisory teams. Joseph Valerio's operational leadership ensures IAS consistently delivers high-quality, tailored coverage solutions.
    Joseph Valerio

    Austin Rock - President, Capacity Solutions

    Austin Rock, the President, Capacity Solutions at The Baldwin Group, leads the strategic development and execution of the firm's capacity solutions offerings. Rock focuses on securing and managing the underwriting capacity necessary to support the diverse needs of The Baldwin Group's clients across the United States. This role involves cultivating strong relationships with insurance carriers and managing the risk appetite to provide tailored coverage. The President, Capacity Solutions is instrumental in ensuring the firm has the necessary resources to underwrite complex risks and deliver specialized insurance products. Austin Rock's leadership in this area is vital for maintaining the firm's competitive advantage and its ability to serve millions of clients effectively.
    Austin Rock

    Joseph Charczenko - President, Practice, Construction

    Joseph Charczenko, the President, Practice, Construction at The Baldwin Group, directs the specialized construction practice group, providing tailored insurance and risk management solutions. Charczenko oversees the strategic direction and operational execution for clients within the construction industry across the United States. This leadership role involves developing deep expertise in construction-specific risks and ensuring the delivery of comprehensive coverage, including business insurance and employee benefits. The President, Practice, Construction is dedicated to understanding the unique challenges faced by construction firms and providing proactive risk mitigation strategies. Joseph Charczenko's focus ensures The Baldwin Group effectively serves this vital sector, supporting millions of clients with specialized expertise.

    Brian Kapiloff - President, Southwest Region

    Brian Kapiloff, the President, Southwest Region at The Baldwin Group, leads the company's operations and strategic initiatives within the southwestern United States. Kapiloff is responsible for driving growth, managing client relationships, and ensuring the delivery of comprehensive insurance and advisory services throughout the region. This executive role involves overseeing regional teams and adapting the firm's nationwide platform to meet the specific needs of clients in the Southwest. The President, Southwest Region focuses on expanding market share and reinforcing The Baldwin Group's presence as a leading independent insurance brokerage. Brian Kapiloff's leadership ensures clients in this key territory receive expert risk management and tailored coverage solutions.
    Brian Kapiloff

    Richard Tallo - Chief Marketing Officer

    Richard Tallo, the Chief Marketing Officer at The Baldwin Group, directs all marketing initiatives and brand strategy for the leading independent insurance brokerage and advisory firm. Tallo oversees the development and execution of campaigns designed to enhance market presence and client acquisition across the United States. This role involves leveraging market insights to communicate the firm's value proposition in business and personal insurance, risk management, employee benefits, and wealth management. The Chief Marketing Officer ensures consistent brand messaging and drives lead generation efforts to support the company's growth objectives. Richard Tallo's expertise in strategic marketing is crucial for expanding the firm's reach and reinforcing its position as a trusted advisor to millions of clients.
    Richard Tallo

    Sandeep Bajaj - Chief Technology Officer

    Sandeep Bajaj, the Chief Technology Officer at The Baldwin Group, architects the firm's technology strategy and oversees all digital infrastructure. Bajaj is responsible for implementing innovative technological solutions that support the company's nationwide platform and enhance service delivery for millions of clients. This leadership position involves driving digital transformation initiatives, ensuring data security, and optimizing the technological backbone for risk management, employee benefits, and wealth management services. The Chief Technology Officer's focus is on leveraging cutting-edge technology to improve operational efficiency and client experience. Sandeep Bajaj's vision guides the firm's technological advancements, ensuring The Baldwin Group remains at the forefront of innovation in the insurance advisory sector.
    Sandeep Bajaj

    Janette L'Heureux - Partner - The Baldwin Group

    Janette L'Heureux, the Partner - The Baldwin Group, contributes to the firm's strategic growth and client relationship management. L'Heureux plays a key part in expanding the company's reach and enhancing its service offerings nationwide. This role involves fostering strong partnerships and ensuring clients receive exceptional service across all lines of business, including insurance, risk management, and wealth management. The Partner's focus is on driving business development and upholding the firm's commitment to client success. Janette L'Heureux's contributions are essential to The Baldwin Group's mission of providing tailored coverage solutions and expert advice to millions of clients.

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    Frequently Asked Questions Regarding The Baldwin Group Top Executives and Leadership Team

    Who leads The Baldwin Group?
    The Baldwin Group is led by Trevor Baldwin (Chief Executive Officer), along with executives such as James Roche (President & Group Chief Executive Officer, The Baldwin, Underwriting, Capacity & Technology Solutions) and Bradford Hale (Chief Financial Officer).
    Who is part of The Baldwin Group’s executive team?
    The executive team of The Baldwin Group includes leaders such as Trevor Baldwin (Chief Executive Officer), James Roche (President & Group Chief Executive Officer, The Baldwin, Underwriting, Capacity & Technology Solutions), Bradford Hale (Chief Financial Officer) and other senior executives.
    How many executives does The Baldwin Group have?
    The Baldwin Group has 10 executives leading key business areas.
    What roles are included in The Baldwin Group’s leadership team?
    The leadership team of The Baldwin Group includes roles such as Chief Executive Officer, President & Group Chief Executive Officer, The Baldwin, Underwriting, Capacity & Technology Solutions, Chief Financial Officer, Chief Operating Officer, Insurance Advisory Solutions (IAS), President, Capacity Solutions.