Steadfast Group Executive and Leadership Team

November, 2026

Leadership Overview

Steadfast Group has 5 executives leading key functions including international strategy, Australasian broking, global financial oversight, regional financial management, and corporate legal compliance.

Focused on empowering independent brokers through advanced technology and risk solutions, Steadfast Group delivers customized insurance products to diverse clients across the Australasian market.

Leadership Roles at Steadfast Group

  • Chief Executive Officer - International - Samantha Hollman
  • Chief Executive Officer - Australasia Broking - Timothy Mathieson
  • Chief Financial Officer, International - Eimear McKeever
  • Chief Financial Officer, Australasia Broking - Rhiannon Toohey
  • Chief Legal Officer - Duncan Ramsay
  • Samantha Hollman - Chief Executive Officer - International

    Samantha Hollman, the Chief Executive Officer - International at Steadfast Group, directs all global expansion initiatives and cross-border insurance operations. Overseeing the strategic growth of international underwriting agencies, the Chief Executive Officer - International ensures alignment with the broader corporate mission of providing robust risk solutions. This leadership role involves managing complex regulatory environments and fostering partnerships across diverse global markets. By optimizing operational frameworks, Samantha Hollman drives sustainable revenue growth and enhances the competitive positioning of the firm. The Chief Executive Officer - International maintains constant communication with the Board to refine long-term international objectives. Through rigorous oversight of international business units, Hollman secures the stability and scalability of the organization. This executive function remains critical for maintaining the reputation of the firm as a premier provider of insurance services on a global scale.

    Timothy Mathieson - Chief Executive Officer - Australasia Broking

    Timothy Mathieson, the Chief Executive Officer - Australasia Broking at Steadfast Group, manages the extensive network of independent brokers throughout the region. Overseeing the delivery of tailored insurance products and technology platforms, the Chief Executive Officer - Australasia Broking ensures that local brokers possess the tools necessary for client success. This leadership role involves driving market penetration and strengthening relationships with key industry stakeholders across Australasia. By streamlining broker support services, Timothy Mathieson directly impacts the efficiency and growth of the entire network. The Chief Executive Officer - Australasia Broking coordinates with internal teams to refine risk management strategies and product offerings. Through consistent focus on broker enablement, Mathieson maintains the dominant market position of the firm. This executive function supports the overarching goal of providing superior insurance solutions to personal and business clients.
    Timothy Mathieson

    Eimear McKeever - Chief Financial Officer, International

    Eimear McKeever, the Chief Financial Officer, International at Steadfast Group, governs all financial reporting and fiscal planning for international operations. Overseeing capital allocation and budgetary discipline, the Chief Financial Officer, International ensures that global business units remain profitable and compliant with international accounting standards. This leadership role involves analyzing market trends to inform investment decisions and risk mitigation strategies. By optimizing financial performance, Eimear McKeever supports the expansion of the firm into new territories. The Chief Financial Officer, International collaborates with the executive team to align fiscal goals with the broader corporate strategy. Through meticulous management of international assets, McKeever secures the long-term financial health of the organization. This executive function provides the necessary economic foundation for the continued growth and stability of the international division within the competitive insurance landscape.
    Eimear McKeever

    Rhiannon Toohey - Chief Financial Officer, Australasia Broking

    Rhiannon Toohey, the Chief Financial Officer, Australasia Broking at Steadfast Group, manages the financial health and operational budgets for the regional broking network. Overseeing revenue tracking and cost management, the Chief Financial Officer, Australasia Broking ensures that the broker support services remain financially viable and efficient. This leadership role involves monitoring regional economic indicators to adjust financial strategies for the Australasian market. By implementing rigorous financial controls, Rhiannon Toohey drives operational excellence and supports the growth of the broker network. The Chief Financial Officer, Australasia Broking works closely with the executive leadership to ensure that financial resources align with the strategic objectives of the firm. Through precise fiscal oversight, Toohey maintains the stability of the regional business units. This executive function remains essential for the continued success of the firm in providing high-quality insurance solutions.
    Duncan Ramsay, the Chief Legal Officer at Steadfast Group, directs all corporate governance, regulatory compliance, and legal risk management activities. Overseeing the legal framework for underwriting agencies and broker support services, the Chief Legal Officer ensures that all business practices adhere to strict industry regulations. This leadership role involves managing complex litigation, contract negotiations, and corporate policy development. By mitigating legal exposure, Duncan Ramsay protects the reputation and assets of the firm. The Chief Legal Officer collaborates with the Board and executive team to navigate the evolving regulatory landscape across the insurance sector. Through proactive legal strategy, Ramsay secures the operational integrity of the organization. This executive function remains vital for maintaining the trust of clients and partners while supporting the overall growth and strategic initiatives of the firm in a highly regulated environment.

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    Frequently Asked Questions Regarding Steadfast Group Top Executives and Leadership Team

    Who leads Steadfast Group?
    Steadfast Group is led by Samantha Hollman (Chief Executive Officer - International), along with executives such as Timothy Mathieson (Chief Executive Officer - Australasia Broking) and Eimear McKeever (Chief Financial Officer, International).
    Who is part of Steadfast Group’s executive team?
    The executive team of Steadfast Group includes leaders such as Samantha Hollman (Chief Executive Officer - International), Timothy Mathieson (Chief Executive Officer - Australasia Broking), Eimear McKeever (Chief Financial Officer, International) and other senior executives.
    How many executives does Steadfast Group have?
    Steadfast Group has 5 executives leading key business areas.
    What roles are included in Steadfast Group’s leadership team?
    The leadership team of Steadfast Group includes roles such as Chief Executive Officer - International, Chief Executive Officer - Australasia Broking, Chief Financial Officer, International, Chief Financial Officer, Australasia Broking, Chief Legal Officer.