Dealings in securities by directors and by a director and company secretary of a major subsidiary OUTsurance Group Limited (Incorporated in the Republic of South Africa) (Registration number: 2010/005770/06) ISIN: ZAE000314084 Share code: OUT ("OGL" or "the company") DEALINGS IN SECURITIES BY DIRECTORS AND BY A DIRECTOR AND COMPANY SECRETARY OF A MAJOR SUBSIDIARY 1. Dealing in securities by a director of the company In compliance with the JSE Limited Listings Requirements, shareholders are advised of the following dealing in securities by a director of the company. Director : K Pillay Company : OGL Date of transaction : 9 April 2024 Nature of transaction : On-market acquisition of shares Class of securities : OGL ordinary shares Number of securities : 13 969 Volume weighted average acquisition price per share : 4 173.3 cents Highest price per share : 4 180 cents Lowest price per share : 4 158 cents Total value of transaction : R582 975 Nature of interest : Indirect beneficial Clearance obtained : Yes 2. Acceptance of shares by directors of the company and by a director and company secretary of a major subsidiary of the company As approved by OGL shareholders at the annual general meeting held on 23 November 2023, the company implemented a new Conditional Share Plan (CSP). In terms of the CSP, executive directors are awarded performance shares annually, the vesting of which is subject to the achievement of pre-determined, forward-looking performance conditions and the fulfilment of the employment condition for a period of three years from the award date. The company secretary of a major subsidiary was awarded restricted shares, the vesting of which is subject to the fulfilment of the employment condition for a period of three years from the award date. The deemed value per share was calculated as the 15-day volume weighted average OGL share price as at 22 September 2023. OGL shareholders are advised of the following acceptances of share awards by directors of OGL and by a director and company secretary of a major subsidiary of OGL. Director : MC Visser Company : OGL Date of acceptance : 10 April 2024 Nature of transaction : Off-market acceptance of award of shares in terms of the CSP Class of securities : Performance shares linked to OGL ordinary shares in terms of the CSP vesting conditions Vesting period : Three years from annual award date Number of securities : 286 499 Deemed value per share : 4 049 cents Total deemed value of : R11 600 338 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Director : DH Matthee Company : OUTsurance Insurance Company Limited Date of acceptance : 10 April 2024 Nature of transaction : Off-market acceptance of award of shares in terms of the CSP Class of securities : Performance shares linked to OGL ordinary shares in terms of the CSP vesting conditions Vesting period : Three years from annual award date Number of securities : 230 313 Deemed value per share : 4 049 cents Total deemed value of : R9 325 393 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Director : JH Hofmeyr Company : OGL Date of acceptance : 10 April 2024 Nature of transaction : Off-market acceptance of award of shares in terms of the CSP Class of securities : Performance shares linked to OGL ordinary shares in terms of the CSP vesting conditions Vesting period : Three years from annual award date Number of securities : 212 480 Deemed value per share : 4 049 cents Total deemed value of : R8 603 331 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Company secretary : ZM Waterston Company : OUTsurance Holdings Limited Date of acceptance : 10 April 2024 Nature of transaction : Off-market acceptance of award of shares in terms of the CSP Class of securities : Restricted shares linked to OGL ordinary shares in terms of the CSP vesting conditions Vesting period : Three years from annual award date Number of securities : 12 010 Deemed value per share : 4 049 cents Total deemed value of : R486 316 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Centurion 10 April 2024 Sponsor RAND MERCHANT BANK (A division of FirstRand Bank Limited) Date: 10-04-2024 05:35:00 Produced by the JSE SENS Department. The SENS service is an information dissemination service administered by the JSE Limited ('JSE'). The JSE does not, whether expressly, tacitly or implicitly, represent, warrant or in any way guarantee the truth, accuracy or completeness of the information published on SENS. The JSE, their officers, employees and agents accept no liability for (or in respect of) any direct, indirect, incidental or consequential loss or damage of any kind or nature, howsoever arising, from the use of SENS or the use of, or reliance on, information disseminated through SENS.