Skyward Specialty Executive and Leadership Team

May, 2026

Leadership Overview

Skyward Specialty has 10 executives leading key functions including finance, marketing, operations, and various underwriting divisions.

Driven by a commitment to 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 & Lines Professional - James Mormile
  • President, Inland Marine & Transactional Property - Christopher Zitzmann
  • President, Transactional E & S Brokerage - Mark Boland
  • President, Head of Surety - Matthew Semeraro
  • President - Michael Remeika
  • 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, directs all financial operations and strategic fiscal planning. Overseeing the company's financial health, Haushill ensures robust capital management and drives profitability through disciplined expense control and revenue enhancement initiatives. This leadership role involves close collaboration with the board and other executive team members to align financial strategies with the company's overarching business objectives. By meticulously managing financial resources and identifying investment opportunities, Mark Haushill directly supports Skyward Specialty's mission to provide specialized insurance products. His expertise in financial markets and risk assessment is critical for navigating the complexities of the insurance industry and maintaining a strong balance sheet. Haushill's strategic oversight guarantees the company's capacity to innovate and expand its niche market presence.
    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 critical financial functions and operational oversight within the United States. Amireh's responsibilities encompass ensuring the financial integrity of U.S. operations and driving operational efficiencies across various departments. This role requires a deep understanding of both financial management and the intricacies of insurance operations to support the company's strategic growth. By implementing best practices in financial reporting and operational execution, Dareen Amireh contributes to the company's ability to deliver specialized insurance products and services. Amireh's focus on disciplined risk selection and operational excellence is key to maintaining Skyward Specialty's competitive edge in the market. The executive's leadership ensures seamless integration of financial and operational strategies.

    James Mormile - President & Lines Professional

    James Mormile, the President & Lines Professional at Skyward Specialty, leads key underwriting divisions and drives strategic growth within specialized insurance lines. Mormile's expertise in professional liability and related coverages is central to developing and refining the company's product offerings. This executive role involves guiding teams to maintain underwriting discipline and identify profitable niche markets. By fostering innovation in policy design and service delivery, James Mormile ensures Skyward Specialty remains a flexible alternative for brokers and commercial clients. His leadership focuses on expanding the company's presence by offering tailored risk transfer solutions that address complex and evolving commercial needs. Mormile's deep industry knowledge is instrumental in shaping the company's product strategy and market positioning.

    Christopher Zitzmann - President, Inland Marine & Transactional Property

    Christopher Zitzmann, the President, Inland Marine & Transactional Property at Skyward Specialty, directs the strategic development and execution of specialized property and casualty insurance products. Zitzmann oversees underwriting operations for inland marine and transactional property lines, focusing on disciplined risk selection and profitable growth. This leadership position involves cultivating strong relationships with distribution partners to deliver tailored solutions for complex commercial risks. By leveraging deep expertise in these niche areas, Christopher Zitzmann ensures Skyward Specialty provides responsive and flexible coverage options. His focus on innovation and underwriting excellence supports the company's mission to serve diverse industries effectively. Zitzmann's strategic vision drives the expansion of these critical product lines.
    Christopher Zitzmann

    Mark Boland - President, Transactional E & S Brokerage

    Mark Boland, the President, Transactional E & S Brokerage at Skyward Specialty, leads the company's excess and surplus (E&S) brokerage operations. Boland focuses on expanding market reach and enhancing service delivery for complex commercial risks through the brokerage channel. This role involves strategic oversight of brokerage teams, ensuring they provide tailored risk transfer solutions to meet diverse client needs. By emphasizing underwriting discipline and market responsiveness, Mark Boland strengthens Skyward Specialty's position as a flexible alternative to standard carriers. His leadership drives the development of innovative brokerage strategies that cater to niche markets and specialized industry requirements. Boland's commitment to operational excellence supports the company's mission to deliver value to brokers and commercial clients.

    Matthew Semeraro - President, Head of Surety

    Matthew Semeraro, the President, Head of Surety at Skyward Specialty, leads the strategic direction and operational execution of the company's surety division. Semeraro focuses on expanding the surety portfolio by offering specialized bonding solutions tailored to the unique needs of commercial clients across various industries. This leadership role emphasizes disciplined underwriting and risk management to ensure profitable growth and stability within the surety market. By fostering strong relationships with brokers and clients, Matthew Semeraro positions Skyward Specialty as a trusted partner for surety needs. His expertise drives innovation in product development and service delivery, reinforcing the company's commitment to providing flexible alternatives to standard market offerings. Semeraro's leadership is vital for strengthening the company's presence in the surety sector.

    Michael Remeika - President

    Michael Remeika, the President at Skyward Specialty, oversees broad operational strategies and drives business development across key segments of the company. Remeika's leadership focuses on enhancing the company's market position through strategic initiatives and fostering a culture of innovation and underwriting discipline. This executive role involves guiding teams to deliver tailored risk transfer solutions that meet the complex needs of brokers and commercial clients. By ensuring operational alignment with the company's mission, Michael Remeika supports Skyward Specialty's growth and its reputation as a flexible alternative in the insurance landscape. His strategic oversight is crucial for identifying new opportunities and optimizing service delivery across diverse industries. Remeika's focus on execution ensures the company's continued success.

    Corey LaFlamme - President, Captives & Specialty Programs

    Corey LaFlamme, the President, Captives & Specialty Programs at Skyward Specialty, directs the strategic growth and operational management of the company's captives and specialty programs divisions. LaFlamme focuses on developing innovative risk management solutions and tailored insurance products for niche markets and complex client needs. This leadership position involves fostering strong partnerships with brokers and clients to deliver specialized coverage that addresses unique exposures. By emphasizing underwriting discipline and market responsiveness, Corey LaFlamme ensures Skyward Specialty provides flexible and effective alternatives to standard market carriers. His expertise drives the expansion of these specialized offerings, reinforcing the company's commitment to serving diverse industries. LaFlamme's strategic direction is key to enhancing the company's competitive advantage.
    Corey LaFlamme

    Haley Doughty - Vice President, Communications & Chief Marketing Officer

    Haley Doughty, the Vice President, Communications & Chief Marketing Officer at Skyward Specialty, shapes and executes the company's brand strategy and external communications. Doughty oversees all marketing initiatives, public relations efforts, and corporate messaging to enhance Skyward Specialty's market visibility and reputation. This position involves developing compelling narratives that highlight the company's underwriting discipline, innovation, and niche market focus. By fostering strong relationships with brokers and commercial clients, Haley Doughty ensures that the company's value proposition is clearly communicated across diverse industries. Her leadership drives engagement and supports the acquisition of new business by articulating the benefits of Skyward Specialty's tailored risk transfer solutions. Doughty's strategic direction is vital for positioning the company as a flexible and responsive alternative to standard market carriers.
    Haley Doughty

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

    Angela Chaumont, the Chief People Officer, Skyward Specialty, Operations (US) at Skyward Specialty, directs all human capital strategies and organizational development initiatives within the United States. Chaumont oversees talent acquisition, employee engagement, and the cultivation of a high-performance culture aligned with the company's mission. This critical role involves ensuring that Skyward Specialty attracts and retains top talent necessary to drive innovation and underwriting discipline. By fostering a supportive and dynamic work environment, Angela Chaumont enhances the company's operational capabilities and its ability to deliver specialized insurance products. Her leadership ensures that the people strategy directly supports the company's strategic objectives and its commitment to serving diverse industries effectively. Chaumont's focus on people development is key to sustained growth.

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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 James Mormile (President & Lines Professional).
    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)), James Mormile (President & Lines Professional) 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 & Lines Professional, President, Inland Marine & Transactional Property, President, Transactional E & S Brokerage.