Amwins Executive and Leadership Team

October, 2026

Leadership Overview

Amwins has 10 executives leading key functions including technology, operations, finance, administration, and regional brokerage strategy.

Focused on delivering specialized insurance solutions, Amwins maintains a global presence as a premier wholesale broker, driving innovation in property, casualty, and group benefits distribution through advanced underwriting and program administration.

Leadership Roles at Amwins

  • Chief Financial Officer - Deborah Lewis
  • Chief Operating Officer - Caroline Branch
  • President - Sam Baig
  • President - George Gresham
  • President - James Drinkwater
  • President Amwins MidAtlantic - John Keegan
  • President, Brokernetusa - Paul Morse
  • Chief Information Officer - Josh Street
  • Vice President Chief of Staff - Ron Metzler
  • Chief Administrative Officer - Kristin Downey
  • Deborah Lewis - Chief Financial Officer

    Deborah Lewis, the Chief Financial Officer at Amwins, governs the fiscal strategy and capital allocation for the global specialty insurance distributor. Lewis oversees financial reporting, treasury functions, and actuarial analysis to ensure the long-term stability of the organization. By managing the financial aspects of premium and claims administration, the Chief Financial Officer supports the company's ability to handle tens of billions of dollars in annual volume. This leadership role involves collaborating with the Board to drive growth initiatives and maintain robust balance sheets. Deborah Lewis monitors market trends to inform investment decisions and risk management strategies across all business units. Through rigorous financial oversight, the Chief Financial Officer ensures that resources align with the strategic goals of the firm. Ultimately, Lewis provides the fiscal discipline necessary to sustain the market-leading position of the company in the wholesale brokerage sector.

    Caroline Branch - Chief Operating Officer

    Caroline Branch, the Chief Operating Officer at Amwins, manages the daily execution of wholesale brokerage and program administration activities. Branch optimizes internal processes to support the distribution of property, casualty, and group benefits products on a global scale. Overseeing the operational integration of underwriting and premium administration, the Chief Operating Officer ensures that service delivery meets the high standards required by retail agency partners. This leadership role involves streamlining cross-departmental workflows to maximize the efficiency of multi-billion dollar premium placements. Caroline Branch coordinates with regional teams to maintain consistent service quality across diverse market segments. By refining operational protocols, the Chief Operating Officer directly impacts the company's ability to scale its specialized insurance offerings. Ultimately, Branch maintains the operational excellence required to support the complex needs of carriers and clients within the international insurance landscape.

    Sam Baig - President

    Sam Baig, the President at Amwins, leads the strategic expansion of wholesale brokerage operations and market reach. Baig focuses on driving revenue growth through the development of new property, casualty, and group benefits programs. By cultivating relationships with retail agencies and carriers, the President ensures the successful placement of large-scale insurance premiums. This leadership role involves overseeing the performance of specific business units to maintain a competitive edge in the global insurance market. Sam Baig collaborates with other executives to integrate value-added services like actuarial support into the core brokerage offering. Through the implementation of targeted growth strategies, the President enhances the company's market presence and service capabilities. Ultimately, Baig directs the efforts of the brokerage teams to meet the evolving needs of clients, ensuring that the firm remains a dominant force in the specialty insurance distribution industry.

    George Gresham - President

    George Gresham, the President at Amwins, manages the strategic direction of underwriting and program administration divisions. Gresham focuses on enhancing the profitability and risk management capabilities of the firm's specialty insurance products. By overseeing the development of innovative insurance programs, the President ensures that the company provides unique value to retail agency partners. This leadership role involves coordinating with carriers to secure capacity for complex risks across property and casualty lines. George Gresham drives the adoption of data-driven underwriting practices to improve loss ratios and service delivery. Through the management of specialized business units, the President supports the company's mission to provide comprehensive insurance solutions on a global scale. Ultimately, Gresham leads the underwriting teams to achieve sustainable growth, reinforcing the firm's reputation as a leader in the wholesale brokerage and program administration sector.

    James Drinkwater - President

    James Drinkwater, the President at Amwins, oversees the overarching strategy for the company's global specialty insurance distribution network. Drinkwater directs the integration of wholesale brokerage, binding authority, and underwriting services to provide a seamless experience for retail agencies. By focusing on long-term market positioning, the President ensures the firm maintains its status as one of the largest wholesale brokers in the world. This leadership role involves guiding the executive team in the pursuit of strategic acquisitions and service enhancements. James Drinkwater monitors the performance of diverse business lines to ensure alignment with the company's mission of delivering high-value insurance products. Through the leadership of the firm's core operations, the President drives the expansion of market share and the development of new distribution channels. Ultimately, Drinkwater secures the company's competitive advantage in the international insurance landscape.
    James Drinkwater

    John Keegan - President Amwins MidAtlantic

    John Keegan, the President Amwins MidAtlantic at Amwins, leads regional brokerage operations and client engagement strategies within the Mid-Atlantic territory. Keegan focuses on expanding the distribution of property, casualty, and group benefits products to local retail agencies. By leveraging the company's global resources, the President Amwins MidAtlantic provides tailored insurance solutions that address specific regional market needs. This leadership role involves managing local underwriting teams and fostering strong relationships with regional carriers. John Keegan ensures that the service delivery in the Mid-Atlantic region aligns with the firm's broader mission of providing value-added services like claims administration and actuarial support. Through the execution of regional growth plans, the President Amwins MidAtlantic drives revenue and strengthens the company's footprint. Ultimately, Keegan maintains the high standards of service that define the firm's presence in the regional insurance market.
    John Keegan

    Paul Morse - President, Brokernetusa

    Paul Morse, the President, Brokernetusa at Amwins, directs the digital brokerage initiatives and online distribution platforms that connect retail agencies with specialty insurance markets. Morse focuses on enhancing the efficiency of premium placements through the Brokernetusa platform, ensuring rapid access to property, casualty, and group benefits products. By overseeing the technological evolution of the brokerage interface, the President, Brokernetusa enables retail partners to secure coverage with greater speed and accuracy. This leadership role involves integrating digital tools with the company's underwriting and program administration services. Paul Morse monitors user engagement and platform performance to drive continuous improvement in the digital distribution experience. Through the management of online brokerage operations, the President, Brokernetusa supports the company's mission to modernize the wholesale insurance sector. Ultimately, Morse ensures that digital distribution remains a core pillar of the firm's global growth strategy.
    Paul Morse

    Josh Street - Chief Information Officer

    Josh Street, the Chief Information Officer at Amwins, directs the technological infrastructure supporting global specialty insurance distribution. Street architects scalable digital platforms that facilitate the placement of billions in annual premiums across complex wholesale brokerage channels. By integrating advanced data analytics into underwriting workflows, the Chief Information Officer enhances the precision of risk assessment for retail agency partners. This leadership role involves overseeing cybersecurity frameworks and enterprise software development to maintain operational resilience. Josh Street ensures that technological investments align with the broader mission of providing value-added services like actuarial support and claims administration. Through the modernization of internal systems, the Chief Information Officer drives efficiency across the entire organization, enabling seamless collaboration between carriers and brokers. Ultimately, Street secures the digital foundation necessary for sustained growth in the competitive global insurance marketplace.

    Ron Metzler - Vice President Chief of Staff

    Ron Metzler, the Vice President Chief of Staff at Amwins, coordinates strategic initiatives across the executive leadership team to ensure alignment with corporate objectives. Metzler facilitates communication between departments, focusing on the execution of wholesale brokerage and underwriting priorities. By managing high-level projects, the Vice President Chief of Staff enables the organization to respond effectively to shifts in the global insurance market. This leadership role involves synthesizing operational data to support decision-making processes regarding product development and agency partnerships. Ron Metzler monitors the progress of key business goals, ensuring that resources are deployed efficiently to support the company's expansive service portfolio. Through the management of internal communications and strategic planning, the Vice President Chief of Staff drives organizational cohesion. Ultimately, Metzler supports the executive team in maintaining the company's status as a premier distributor of property, casualty, and group benefits products.

    Kristin Downey - Chief Administrative Officer

    Kristin Downey, the Chief Administrative Officer at Amwins, oversees the organizational infrastructure and human capital strategies that support global insurance distribution. Downey directs administrative functions, including talent management and corporate governance, to ensure the firm operates with maximum efficiency. By fostering a culture of excellence, the Chief Administrative Officer enables the company to attract and retain the expertise required for complex wholesale brokerage and underwriting tasks. This leadership role involves managing internal policies that govern the delivery of value-added services to retail agencies. Kristin Downey aligns administrative support with the broader mission of providing comprehensive property, casualty, and group benefits solutions. Through the optimization of corporate resources, the Chief Administrative Officer drives operational consistency across all regional offices. Ultimately, Downey maintains the administrative framework necessary to support the company's growth and its role as a leader in the specialty insurance market.

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    Frequently Asked Questions Regarding Amwins Top Executives and Leadership Team

    Who leads Amwins?
    Amwins is led by Deborah Lewis (Chief Financial Officer), along with executives such as Caroline Branch (Chief Operating Officer) and Sam Baig (President).
    Who is part of Amwins’s executive team?
    The executive team of Amwins includes leaders such as Deborah Lewis (Chief Financial Officer), Caroline Branch (Chief Operating Officer), Sam Baig (President) and other senior executives.
    How many executives does Amwins have?
    Amwins has 10 executives leading key business areas.
    What roles are included in Amwins’s leadership team?
    The leadership team of Amwins includes roles such as Chief Financial Officer, Chief Operating Officer, President, President, President.