OUTsurance Insurance Executive and Leadership Team

September, 2026

Leadership Overview

OUTsurance Insurance has 9 executives leading key functions including strategy, operations, technology, revenue, finance, and human capital.

Driven by a commitment to direct-to-consumer excellence, OUTsurance Insurance delivers comprehensive personal and business coverage across South Africa and Europe through advanced digital platforms and robust customer service infrastructure.

Leadership Roles at OUTsurance Insurance

  • Chief Executive Officer - Danie Matthee
  • Group Chief Financial Officer - Jan Hofmeyr
  • Chief Operating Officer - Micky Maharaj
  • Chief Operating Officer, Outsurance Brokers (Tied Agency) - Riyaad Loonat
  • Chief Information Officer - Jason Kay
  • Chief Revenue Officer - Lynette Bisschoff
  • Chief Revenue Officer & Support Specialist - Megan Bouwer
  • Executive Associate To Chief Information Officer - Nokuthula Mgidlana
  • Chief People Officer - Surendra Naidoo
  • Danie Matthee - Chief Executive Officer

    Danie Matthee, the Chief Executive Officer at OUTsurance Insurance, directs the overarching corporate strategy and long-term vision for the organization. Overseeing the expansion of insurance products across South Africa and European markets, the Chief Executive Officer ensures that the company maintains a competitive edge in the direct-to-consumer insurance sector. This leadership role involves constant collaboration with the Board to align operational goals with financial performance targets. By prioritizing digital innovation and customer service excellence, Danie Matthee drives the company toward sustainable growth and market leadership. The Chief Executive Officer monitors the performance of all business units to ensure that the core mission of providing accessible, reliable insurance coverage remains the primary focus. Through rigorous oversight of organizational health, the Chief Executive Officer secures the future stability of the firm while fostering a culture of efficiency and high performance across all regional operations.

    Jan Hofmeyr - Group Chief Financial Officer

    Jan Hofmeyr, the Group Chief Financial Officer at OUTsurance Insurance, oversees the financial health, capital allocation, and fiscal reporting for the entire organization. Managing the company's budgetary processes and investment strategies, the Group Chief Financial Officer ensures that all financial activities support the firm's growth objectives in South Africa and beyond. Jan Hofmeyr provides the executive team with critical financial insights that inform strategic decision-making and risk management. This leadership role involves maintaining rigorous compliance standards and ensuring the transparency of all financial operations. By monitoring the performance of various insurance products, the Group Chief Financial Officer optimizes the allocation of resources to maximize profitability. Through the management of the company's fiscal stability, the Group Chief Financial Officer secures the necessary capital to fund future innovations and market expansions, ensuring that the organization remains financially resilient in the face of changing economic conditions.

    Micky Maharaj - Chief Operating Officer

    Micky Maharaj, the Chief Operating Officer at OUTsurance Insurance, manages the daily operational workflows and service delivery mechanisms that define the company's market presence. Focusing on the optimization of call centers and digital service platforms, the Chief Operating Officer ensures that every customer interaction meets the high standards required for personal and business insurance products. Micky Maharaj coordinates with other C-suite leaders to streamline internal processes, thereby reducing overhead and improving response times for policyholders. This role involves the continuous refinement of operational logistics to support the company's broad reach across South Africa and international markets. By implementing data-driven improvements to the service infrastructure, the Chief Operating Officer enhances the overall efficiency of the insurance lifecycle. Through the management of complex operational systems, the Chief Operating Officer guarantees that the organization remains agile and responsive to the evolving needs of the insurance industry.
    Micky Maharaj

    Riyaad Loonat - Chief Operating Officer, Outsurance Brokers (Tied Agency)

    Riyaad Loonat, the Chief Operating Officer, Outsurance Brokers (Tied Agency) at OUTsurance Insurance, directs the operational activities of the tied agency division to ensure consistent service delivery and sales performance. Focusing on the management of broker networks, the Chief Operating Officer, Outsurance Brokers (Tied Agency) ensures that all agency operations adhere to the company's high standards for customer interaction and product distribution. Riyaad Loonat coordinates with the broader executive team to integrate agency activities with the company's direct-to-consumer models. This leadership role involves optimizing the broker support infrastructure to improve efficiency and drive growth within the agency channel. By implementing standardized operational procedures, the Chief Operating Officer, Outsurance Brokers (Tied Agency) enhances the effectiveness of the broker network across the company's regional footprint. Through the management of these specialized operations, the Chief Operating Officer, Outsurance Brokers (Tied Agency) ensures that the agency division contributes significantly to the company's overall market impact.

    Jason Kay - Chief Information Officer

    Jason Kay, the Chief Information Officer at OUTsurance Insurance, architects the digital infrastructure and technological frameworks that power the company's mobile applications and web-based insurance services. Overseeing the security and scalability of the firm's IT systems, the Chief Information Officer ensures that all digital platforms remain robust and user-friendly for a diverse client base. Jason Kay collaborates with the executive team to integrate emerging technologies that support the company's direct-to-consumer business model. This leadership role involves managing the technical roadmap to facilitate seamless insurance transactions and data management across regional operations. By prioritizing cybersecurity and system reliability, the Chief Information Officer protects the integrity of the company's digital assets. Through the implementation of advanced software solutions, the Chief Information Officer drives the digital transformation necessary to maintain a competitive advantage in the modern insurance landscape, ensuring that all technological investments directly support the broader corporate objectives.
    Jason Kay

    Lynette Bisschoff - Chief Revenue Officer

    Lynette Bisschoff, the Chief Revenue Officer at OUTsurance Insurance, leads the strategic initiatives focused on maximizing market share and driving top-line growth across the company's diverse insurance portfolio. Overseeing the sales and distribution channels, the Chief Revenue Officer ensures that personal and business insurance products reach target demographics effectively. Lynette Bisschoff analyzes market trends to identify new revenue streams and optimize existing customer acquisition strategies. This leadership role involves close coordination with the marketing and product development teams to align revenue goals with the company's overall value proposition. By refining the sales funnel and enhancing customer retention programs, the Chief Revenue Officer directly impacts the financial health of the organization. Through the execution of targeted growth strategies, the Chief Revenue Officer secures the company's position as a leading provider in the insurance sector, ensuring that all revenue-generating activities remain consistent with the firm's long-term financial objectives.

    Megan Bouwer - Chief Revenue Officer & Support Specialist

    Megan Bouwer, the Chief Revenue Officer & Support Specialist at OUTsurance Insurance, manages the specialized support functions that underpin the company's revenue-generating activities. Focusing on the intersection of customer support and sales performance, the Chief Revenue Officer & Support Specialist ensures that policyholders receive high-quality assistance throughout the insurance lifecycle. Megan Bouwer develops and implements support protocols that enhance customer satisfaction and loyalty, which in turn drives long-term revenue stability. This leadership role involves collaborating with operational teams to resolve complex service issues that could impact the company's market reputation. By optimizing the support infrastructure, the Chief Revenue Officer & Support Specialist creates a seamless experience that encourages repeat business and referrals. Through the integration of support metrics into the broader revenue strategy, the Chief Revenue Officer & Support Specialist ensures that the company maintains its commitment to service excellence while achieving its financial targets in the competitive insurance market.

    Nokuthula Mgidlana - Executive Associate To Chief Information Officer

    Nokuthula Mgidlana, the Executive Associate To Chief Information Officer at OUTsurance Insurance, facilitates the execution of the company's technological initiatives by coordinating cross-functional projects and managing key administrative workflows. Supporting the Chief Information Officer, the Executive Associate To Chief Information Officer ensures that the IT department remains aligned with the broader strategic goals of the organization. Nokuthula Mgidlana manages communication between the technical teams and other executive departments to ensure the smooth implementation of digital insurance solutions. This leadership role involves tracking project milestones and ensuring that all technological resources are utilized efficiently to support the company's digital platforms. By streamlining the internal processes of the IT division, the Executive Associate To Chief Information Officer enhances the overall productivity of the technology team. Through the management of critical information flows, the Executive Associate To Chief Information Officer ensures that the company's digital infrastructure remains robust and responsive to business needs.

    Surendra Naidoo - Chief People Officer

    Surendra Naidoo, the Chief People Officer at OUTsurance Insurance, leads the human capital strategy, focusing on talent acquisition, employee development, and organizational culture. Overseeing the workforce planning for the company's diverse operations, the Chief People Officer ensures that the organization attracts and retains the talent necessary to maintain its competitive position in the insurance industry. Surendra Naidoo designs and implements programs that foster a high-performance environment, aligning employee goals with the company's mission of service excellence. This leadership role involves managing the internal culture to ensure that all staff members remain engaged and committed to the firm's values. By prioritizing professional development and leadership training, the Chief People Officer builds a strong pipeline of talent that supports the company's long-term growth. Through the management of human resources, the Chief People Officer ensures that the organization remains a preferred employer, capable of delivering superior insurance services to customers across all markets.

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    Frequently Asked Questions Regarding OUTsurance Insurance Top Executives and Leadership Team

    Who leads OUTsurance Insurance?
    OUTsurance Insurance is led by Danie Matthee (Chief Executive Officer), along with executives such as Jan Hofmeyr (Group Chief Financial Officer) and Micky Maharaj (Chief Operating Officer).
    Who is part of OUTsurance Insurance’s executive team?
    The executive team of OUTsurance Insurance includes leaders such as Danie Matthee (Chief Executive Officer), Jan Hofmeyr (Group Chief Financial Officer), Micky Maharaj (Chief Operating Officer) and other senior executives.
    How many executives does OUTsurance Insurance have?
    OUTsurance Insurance has 9 executives leading key business areas.
    What roles are included in OUTsurance Insurance’s leadership team?
    The leadership team of OUTsurance Insurance includes roles such as Chief Executive Officer, Group Chief Financial Officer, Chief Operating Officer, Chief Operating Officer, Outsurance Brokers (Tied Agency), Chief Information Officer.