OUTsurance Insurance Executive and Leadership Team

October, 2026

Leadership Overview

OUTsurance Insurance has 7 executives leading key functions including strategy, operations, revenue, finance, brokerage, support, and human resources.

Focused on delivering accessible coverage, OUTsurance Insurance maintains a commitment to digital innovation and customer-centric insurance solutions across South Africa and European markets.

Leadership Roles at OUTsurance Insurance

  • Chief Executive Officer - Danie Matthee
  • Group Chief Financial Officer - Jan Hofmeyr
  • Chief Operating Officer - Wilbur Smith
  • Chief Operating Officer, Outsurance Brokers (Tied Agency) - Riyaad Loonat
  • Chief Revenue Officer - Lynette Bisschoff
  • Chief Revenue Officer & Support Specialist - Megan Bouwer
  • 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 digital insurance platforms, the Chief Executive Officer ensures alignment between technological capabilities and consumer demand across South African and European markets. This leadership role involves constant collaboration with the Board to maintain market competitiveness while optimizing the direct-to-consumer service model. By prioritizing operational efficiency and customer satisfaction, Danie Matthee drives the company toward sustainable growth targets. The Chief Executive Officer monitors key performance indicators to refine business processes, ensuring that the firm remains a leader in the insurance sector. Through rigorous oversight of organizational health, the Chief Executive Officer secures the stability of the entire enterprise, fostering a culture of excellence that permeates every department within the company.

    Jan Hofmeyr - Group Chief Financial Officer

    Jan Hofmeyr, the Group Chief Financial Officer at OUTsurance Insurance, manages the financial health and fiscal planning of the entire organization. Overseeing capital allocation, budgeting, and financial reporting, the Group Chief Financial Officer ensures that the company maintains a strong balance sheet while funding strategic growth initiatives. This role involves rigorous risk assessment and financial modeling to support the expansion of insurance products into new territories. By maintaining transparency and regulatory compliance, Jan Hofmeyr provides the necessary oversight for all fiscal operations. The Group Chief Financial Officer works closely with the executive team to evaluate the financial viability of new projects and investments. Through disciplined financial management, the Group Chief Financial Officer supports the long-term stability of the firm, ensuring that resources are effectively utilized to drive value for stakeholders and maintain the company's market position.

    Wilbur Smith - Chief Operating Officer

    Wilbur Smith, the Chief Operating Officer at OUTsurance Insurance, manages the internal infrastructure and daily service delivery systems. Overseeing the call center operations and digital platform performance, the Chief Operating Officer ensures that auto, home, and life insurance claims processing remains seamless for all clients. This role requires constant coordination with technical teams to enhance the mobile application and website functionality. By streamlining internal workflows, Wilbur Smith improves the speed and accuracy of insurance service delivery. The Chief Operating Officer maintains high standards for customer support, ensuring that every interaction reflects the company's commitment to quality. Through the implementation of scalable operational frameworks, the Chief Operating Officer supports the broader business goals, driving efficiency across all regional operations and ensuring that the company maintains a robust competitive advantage in the insurance industry.
    Wilbur Smith

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

    Riyaad Loonat, the Chief Operating Officer, Outsurance Brokers (Tied Agency) at OUTsurance Insurance, directs the operations of the tied agency brokerage division. Overseeing the network of brokers and the distribution of business insurance solutions, the Chief Operating Officer, Outsurance Brokers (Tied Agency) ensures that the agency model delivers consistent value to corporate clients. This role involves managing broker performance, training, and compliance to maintain high service standards. By optimizing the B2B service model, Riyaad Loonat expands the company's footprint in the commercial insurance sector. The Chief Operating Officer, Outsurance Brokers (Tied Agency) coordinates with other C-suite leaders to integrate brokerage activities with the broader digital insurance strategy. Through the effective management of agency resources, the Chief Operating Officer, Outsurance Brokers (Tied Agency) drives revenue growth and strengthens the company's presence in the business-to-business market, ensuring that the brokerage division remains a key contributor to overall success.

    Lynette Bisschoff - Chief Revenue Officer

    Lynette Bisschoff, the Chief Revenue Officer at OUTsurance Insurance, architects the growth strategies and revenue generation initiatives for the firm. Overseeing the acquisition of new business and the retention of existing policyholders, the Chief Revenue Officer ensures that marketing and sales efforts align with the company's financial objectives. This leadership role involves analyzing market trends to identify new opportunities for personal and business insurance products. By optimizing the sales funnel and enhancing customer engagement, Lynette Bisschoff directly impacts the company's bottom line. The Chief Revenue Officer collaborates with cross-functional teams to refine pricing models and product offerings, ensuring that the firm remains profitable in a competitive landscape. Through strategic planning and execution, the Chief Revenue Officer drives consistent revenue growth, securing the financial future of the organization while expanding the reach of insurance services across diverse market segments.

    Megan Bouwer - Chief Revenue Officer & Support Specialist

    Megan Bouwer, the Chief Revenue Officer & Support Specialist at OUTsurance Insurance, manages the intersection of revenue growth and specialized customer support services. Overseeing the development of support protocols that enhance the customer experience, the Chief Revenue Officer & Support Specialist ensures that service quality directly contributes to policy retention and brand loyalty. This role involves analyzing customer feedback to refine support processes and identify new revenue streams within the existing client base. By bridging the gap between sales and service, Megan Bouwer optimizes the end-to-end customer journey. The Chief Revenue Officer & Support Specialist collaborates with the operations team to implement support solutions that reduce friction and increase satisfaction. Through the strategic alignment of support functions with revenue goals, the Chief Revenue Officer & Support Specialist drives long-term value, ensuring that the company maintains a reputation for exceptional service while achieving its financial targets.

    Surendra Naidoo - Chief People Officer

    Surendra Naidoo, the Chief People Officer at OUTsurance Insurance, directs the human capital strategy and organizational culture for the firm. Overseeing talent acquisition, employee development, and performance management, the Chief People Officer ensures that the workforce remains aligned with the company's mission of providing high-quality insurance services. This role involves fostering an inclusive environment that attracts top talent to support the company's digital and operational goals. By implementing robust training programs, Surendra Naidoo enhances the capabilities of the staff, ensuring that the team can meet the evolving needs of the insurance market. The Chief People Officer works with the executive team to build a culture of accountability and innovation. Through the effective management of human resources, the Chief People Officer drives organizational success, ensuring that the company possesses the talent and leadership required to maintain its competitive edge in the insurance industry.

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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 Wilbur Smith (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), Wilbur Smith (Chief Operating Officer) and other senior executives.
    How many executives does OUTsurance Insurance have?
    OUTsurance Insurance has 7 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 Revenue Officer.