Skyward Specialty Executive and Leadership Team

June, 2026

Leadership Overview

Skyward Specialty has 10 executives leading key functions including marketing, finance, operations, people, and various brokerage and specialty lines.

Driven by underwriting discipline and innovation, Skyward Specialty delivers tailored risk transfer solutions to meet complex commercial needs, positioning itself as a flexible alternative in the U.S. insurance landscape.

Leadership Roles at Skyward Specialty

  • Executive Vice President & Chief Financial Officer - Mark Haushill
  • Head Chief Financial Officer, Erm, Operations (US) - Dareen Amireh
  • President, Transactional E & S Brokerage - Mark Boland
  • President, E&S Brokerage & Inland Marine - Melissa Goto
  • President & Lines Professional - James Mormile
  • President of Energy - Robin Roberts
  • President, Inland Marine & Transactional Property - Christopher Zitzmann
  • President, Captives & Specialty Programs - Corey LaFlamme
  • Vice President, Communications & Chief Marketing Officer - Haley Doughty
  • Chief People Officer, Skyward Specialty, Operations (US) - Angela Chaumont
  • Mark Haushill - Executive Vice President & Chief Financial Officer

    Mark Haushill, the Executive Vice President & Chief Financial Officer at Skyward Specialty, oversees all financial operations, including accounting, financial planning, and capital management. Directing the finance division, Haushill ensures robust financial controls and reporting mechanisms are in place to support the company's underwriting discipline and growth strategies. This executive position involves managing investor relations and securing the financial resources necessary for expansion into specialty insurance markets. By meticulously analyzing financial performance and market trends, Mark Haushill provides critical insights that guide strategic decision-making across all underwriting divisions. The Chief Financial Officer's stewardship of financial health is paramount to Skyward Specialty's ability to offer flexible, tailored risk transfer solutions and maintain its competitive edge in the U.S. insurance landscape.
    Mark Haushill

    Dareen Amireh - Head Chief Financial Officer, Erm, Operations (US)

    Dareen Amireh, the Head Chief Financial Officer, Erm, Operations (US) at Skyward Specialty, manages the financial architecture and operational efficiency within the United States. Directing financial planning and analysis for U.S. operations, Amireh ensures alignment with the company's broader financial objectives and risk management frameworks. This critical role involves optimizing resource allocation and driving cost-effectiveness across various business units, supporting the delivery of specialized insurance products. By implementing stringent financial controls and operational best practices, Dareen Amireh enhances the company's capacity to serve niche markets and provide responsive solutions to brokers and commercial clients. The Head Chief Financial Officer's focus on operational finance strengthens Skyward Specialty's ability to execute its mission of providing tailored risk transfer solutions.

    Mark Boland - President, Transactional E & S Brokerage

    Mark Boland, the President, Transactional E & S Brokerage at Skyward Specialty, spearheads the strategic direction and operational execution of the transactional excess and surplus (E&S) brokerage division. Leading this specialized unit, Boland focuses on developing and delivering efficient, tailored insurance solutions for complex commercial risks that fall outside standard market offerings. This leadership position involves cultivating strong relationships with brokers and clients, ensuring Skyward Specialty's responsiveness and flexibility in meeting diverse coverage needs. By emphasizing underwriting discipline and market expertise, Mark Boland drives the growth and profitability of the transactional E&S segment. The President's commitment to innovation and client-centric service directly supports Skyward Specialty's mission to provide specialized risk transfer solutions across various industries.

    Melissa Goto - President, E&S Brokerage & Inland Marine

    Melissa Goto, the President, E&S Brokerage & Inland Marine at Skyward Specialty, directs the strategic growth and operational oversight of the excess and surplus (E&S) brokerage and inland marine insurance lines. Leading these critical divisions, Goto ensures the delivery of specialized, high-quality insurance products designed to meet the unique demands of commercial clients and brokers. This executive responsibility involves fostering a culture of underwriting excellence and innovation, crucial for navigating complex risk landscapes. By focusing on niche market opportunities and tailored policy frameworks, Melissa Goto enhances Skyward Specialty's competitive positioning. The President's dedication to disciplined risk selection and responsive service underpins the company's mission to provide flexible alternatives to standard market carriers.
    Melissa Goto

    James Mormile - President & Lines Professional

    James Mormile, the President & Lines Professional at Skyward Specialty, holds a pivotal leadership position overseeing key professional lines of insurance. Directing the strategy and development for these specialized areas, Mormile ensures Skyward Specialty offers robust and tailored risk transfer solutions to address the evolving needs of professional service firms. This executive role emphasizes deep underwriting expertise and a commitment to disciplined risk selection, aligning with the company's core philosophy. By focusing on niche markets and complex exposures, James Mormile strengthens Skyward Specialty's reputation as a provider of flexible alternatives to standard insurance carriers. The President's leadership is instrumental in expanding the company's footprint in professional liability and related specialty insurance segments.

    Robin Roberts - President of Energy

    Robin Roberts, the President of Energy at Skyward Specialty, leads the strategic vision and operational execution for the company's energy sector insurance offerings. Directing this specialized division, Roberts focuses on developing and delivering comprehensive property and casualty insurance products tailored to the unique risks faced by clients in the energy industry. This executive role demands deep industry knowledge and a commitment to underwriting discipline, ensuring Skyward Specialty provides effective risk transfer solutions. By cultivating strong broker relationships and understanding market dynamics, Robin Roberts enhances the company's ability to serve niche segments. The President's leadership drives innovation and responsiveness, reinforcing Skyward Specialty's position as a flexible alternative for complex commercial insurance needs.
    Robin Roberts

    Christopher Zitzmann - President, Inland Marine & Transactional Property

    Christopher Zitzmann, the President, Inland Marine & Transactional Property at Skyward Specialty, directs the strategic growth and operational management of these specialized insurance lines. Leading these divisions, Zitzmann ensures the development and delivery of tailored property and casualty insurance products that address the complex needs of commercial clients and brokers. This executive position emphasizes a rigorous underwriting philosophy and a focus on niche market opportunities, aligning with Skyward Specialty's core mission. By fostering innovation and maintaining disciplined risk selection, Christopher Zitzmann strengthens the company's ability to offer flexible alternatives to standard market carriers. The President's leadership is critical in expanding Skyward Specialty's presence in transactional property and inland marine insurance segments.
    Christopher Zitzmann

    Corey LaFlamme - President, Captives & Specialty Programs

    Corey LaFlamme, the President, Captives & Specialty Programs at Skyward Specialty, spearheads the strategic direction and operational oversight for the company's captive insurance solutions and diverse specialty programs. Leading these integral divisions, LaFlamme focuses on designing and implementing customized risk management strategies that meet the unique requirements of commercial clients and their brokers. This executive role demands a deep understanding of complex risk financing and a commitment to underwriting excellence, ensuring Skyward Specialty delivers innovative and effective insurance products. By cultivating strong partnerships and leveraging specialized expertise, Corey LaFlamme enhances the company's capacity to serve niche markets. The President's leadership drives the expansion of tailored risk transfer solutions, reinforcing Skyward Specialty's position as a flexible and responsive insurance provider.
    Corey LaFlamme

    Haley Doughty - Vice President, Communications & Chief Marketing Officer

    Haley Doughty, the Vice President, Communications & Chief Marketing Officer at Skyward Specialty, directs all external and internal communications strategies, ensuring consistent brand messaging across all platforms. Overseeing the marketing department, Doughty drives initiatives that enhance market presence and client engagement, aligning promotional activities with the company's strategic growth objectives. This leadership role involves managing public relations, digital marketing campaigns, and content development to articulate Skyward Specialty's value proposition to brokers and commercial clients. By fostering strong relationships with media outlets and industry influencers, Haley Doughty amplifies the company's reputation for innovation and underwriting discipline. The Chief Marketing Officer's efforts directly support the expansion into niche markets and the delivery of tailored risk transfer solutions, reinforcing Skyward Specialty's position as a responsive insurance provider.
    Haley Doughty

    Angela Chaumont - Chief People Officer, Skyward Specialty, Operations (US)

    Angela Chaumont, the Chief People Officer, Skyward Specialty, Operations (US) at Skyward Specialty, leads all human capital strategies and organizational development initiatives within the U.S. operations. Directing the people function, Chaumont cultivates a high-performance culture that supports innovation and underwriting discipline, essential for the company's niche market focus. This executive role involves talent acquisition, employee engagement, and leadership development to ensure Skyward Specialty attracts and retains top talent in the insurance sector. By championing employee well-being and professional growth, Angela Chaumont reinforces the company's mission to deliver exceptional service to brokers and commercial clients. The Chief People Officer's strategic approach to human resources is fundamental to Skyward Specialty's ability to adapt and thrive in the dynamic insurance market.

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    Frequently Asked Questions Regarding Skyward Specialty Top Executives and Leadership Team

    Who leads Skyward Specialty?
    Skyward Specialty is led by Mark Haushill (Executive Vice President & Chief Financial Officer), along with executives such as Dareen Amireh (Head Chief Financial Officer, Erm, Operations (US)) and Mark Boland (President, Transactional E & S Brokerage).
    Who is part of Skyward Specialty’s executive team?
    The executive team of Skyward Specialty includes leaders such as Mark Haushill (Executive Vice President & Chief Financial Officer), Dareen Amireh (Head Chief Financial Officer, Erm, Operations (US)), Mark Boland (President, Transactional E & S Brokerage) and other senior executives.
    How many executives does Skyward Specialty have?
    Skyward Specialty has 10 executives leading key business areas.
    What roles are included in Skyward Specialty’s leadership team?
    The leadership team of Skyward Specialty includes roles such as Executive Vice President & Chief Financial Officer, Head Chief Financial Officer, Erm, Operations (US), President, Transactional E & S Brokerage, President, E&S Brokerage & Inland Marine, President & Lines Professional.