Steadfast Group Executive and Leadership Team

October, 2026

Leadership Overview

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

Focused on empowering independent brokers through advanced technology and risk solutions, Steadfast Group delivers customized insurance products to clients across diverse industries while maintaining a dominant market position in Australasia.

Leadership Roles at Steadfast Group

  • Chief Executive Officer - International - Samantha Hollman
  • Chief Executive Officer - Australasia Broking - Timothy Mathieson
  • Chief Financial Officer, Australasia Broking - Rhiannon Toohey
  • Chief Financial Officer, International - Eimear McKeever
  • 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 growth of international underwriting agencies, the Chief Executive Officer - International ensures alignment with the broader corporate mission of providing tailored risk solutions. This leadership role involves navigating complex regulatory environments while scaling the broker network footprint across diverse global markets. By optimizing international partnerships, Samantha Hollman directly impacts the competitive positioning of the organization. Hollman drives the integration of technology platforms to support brokers operating outside the domestic market, ensuring consistent service delivery. Through strategic oversight of international business units, the Chief Executive Officer - International secures long-term stability and revenue diversification for the entire group, fostering sustainable growth in competitive insurance landscapes.

    Timothy Mathieson - Chief Executive Officer - Australasia Broking

    Timothy Mathieson, the Chief Executive Officer - Australasia Broking at Steadfast Group, manages the largest general insurance broker network in the region. Overseeing the daily operations of independent broker partners, the Chief Executive Officer - Australasia Broking ensures access to high-quality insurance products and specialized risk solutions. This leadership role involves driving operational efficiency across the domestic network while supporting brokers in delivering customized client outcomes. By refining the broker support framework, Timothy Mathieson directly impacts the market reach and service quality of the organization. Mathieson coordinates with underwriting agencies to expand product availability, ensuring brokers maintain a competitive edge. Through rigorous management of the Australasian portfolio, the Chief Executive Officer - Australasia Broking sustains the group's leadership status, facilitating robust growth and consistent performance across the entire regional broker ecosystem.
    Timothy Mathieson

    Rhiannon Toohey - Chief Financial Officer, Australasia Broking

    Rhiannon Toohey, the Chief Financial Officer, Australasia Broking at Steadfast Group, governs the financial health and fiscal strategy of the domestic broking division. Overseeing capital allocation and budgetary planning, the Chief Financial Officer, Australasia Broking ensures the financial viability of broker support programs and technology investments. This leadership role involves monitoring revenue streams from regional underwriting agencies and optimizing cost structures to maximize profitability. By implementing precise financial controls, Rhiannon Toohey directly impacts the economic stability of the Australasian operations. Toohey collaborates with executive leadership to forecast market trends, ensuring the division remains agile in a fluctuating insurance environment. Through meticulous oversight of financial reporting and risk assessment, the Chief Financial Officer, Australasia Broking secures the necessary resources to support long-term growth objectives and maintain the financial integrity of the regional network.

    Eimear McKeever - Chief Financial Officer, International

    Eimear McKeever, the Chief Financial Officer, International at Steadfast Group, manages the financial architecture and fiscal reporting for all global business units. Overseeing international tax compliance and currency risk management, the Chief Financial Officer, International ensures the group maintains a strong balance sheet across diverse geographic markets. This leadership role involves evaluating investment opportunities in foreign underwriting agencies and monitoring the financial performance of international subsidiaries. By streamlining global financial processes, Eimear McKeever directly impacts the efficiency of cross-border operations. McKeever provides critical data-driven insights to the board, facilitating informed decision-making regarding international expansion and resource distribution. Through rigorous oversight of international fiscal policies, the Chief Financial Officer, International supports the group's overarching goal of sustainable global growth while mitigating financial exposure in complex, multi-jurisdictional insurance markets.
    Eimear McKeever
    Duncan Ramsay, the Chief Legal Officer at Steadfast Group, directs the legal strategy and regulatory compliance framework for the entire organization. Overseeing corporate governance and risk mitigation, the Chief Legal Officer ensures all insurance products and broker activities adhere to stringent industry standards. This leadership role involves managing complex legal negotiations, protecting intellectual property, and navigating the regulatory landscape across Australasia and international markets. By establishing robust compliance protocols, Duncan Ramsay directly impacts the operational security and reputation of the group. Ramsay advises the board on legal risks associated with new business ventures and underwriting agency acquisitions. Through proactive management of legal affairs, the Chief Legal Officer safeguards the organization against litigation and regulatory challenges, ensuring the group maintains its commitment to ethical business practices and professional excellence in the insurance sector.

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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 Rhiannon Toohey (Chief Financial Officer, Australasia Broking).
    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), Rhiannon Toohey (Chief Financial Officer, Australasia Broking) 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, Australasia Broking, Chief Financial Officer, International, Chief Legal Officer.