Dealings in securities and cancellation and delisting of OGL shares received as a dividend in specie 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 COMPANY SECRETARIES OF THE COMPANY AND MAJOR SUBSIDIARIES AND CANCELLATION AND DELISTING OF OGL SHARES RECEIVED AS A DIVIDEND IN SPECIE 1. Dealing in securities by directors of the company and directors of major subsidiaries of the company In compliance with the JSE Limited Listings Requirements, shareholders are advised of the following dealing in securities by directors of the company and directors of major subsidiaries of the company. These directors received OGL shares as a dividend in specie resulting from their shareholdings in OUTsurance Holdings Limited (OHL), a 92.3%-held subsidiary of OGL. Director : MC Visser Company : OGL Date of transaction : 11 October 2024 Nature of transaction : Off-market receipt of OGL ordinary shares as a dividend in specie Class of securities : OGL ordinary shares Number of securities : 190 931 Market value per share : 6 040 cents Total value of transaction : R11 532 232 Nature of interest : Direct beneficial Clearance obtained : Yes Director : WT Roos Company : OGL Date of transaction : 11 October 2024 Nature of transaction : Off-market receipt of OGL ordinary shares as a dividend in specie Class of securities : OGL ordinary shares Number of securities : 295 868 Market value per share : 6 040 cents Total value of transaction : R17 870 427 Nature of interest : Indirect beneficial Clearance obtained : Yes Director : DH Matthee Company : OUTsurance Insurance Company Limited Date of transaction : 11 October 2024 Nature of transaction : Off-market receipt of OGL ordinary shares as a dividend in specie Class of securities : OGL ordinary shares Number of securities : 23 776 Market value per share : 6 040 cents Total value of transaction : R1 436 070 Nature of interest : Direct beneficial Clearance obtained : Yes Director : JH Hofmeyr Company : OGL Date of transaction : 11 October 2024 Nature of transaction : Off-market receipt of OGL ordinary shares as a dividend in specie Class of securities : OGL ordinary shares Number of securities : 16 375 Market value per share : 6 040 cents Total value of transaction : R989 050 Nature of interest : Direct beneficial Clearance obtained : Yes Director : BA Bakker Company : Youi Holdings Limited Date of transaction : 11 October 2024 Nature of transaction : Off-market receipt of OGL ordinary shares as a dividend in specie Class of securities : OGL ordinary shares Number of securities : 16 000 Market value per share : 6 040 cents Total value of transaction : R966 400 Nature of interest : Direct beneficial Clearance obtained : Yes 2. Acceptance of shares by directors and company secretary 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 the company and the company secretary of a major subsidiary of the company were 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 26 September 2024. OGL shareholders are advised of the following acceptances of share awards by directors of OGL, its company secretary and by a director and company secretary of a major subsidiary of OGL. Director : MC Visser Company : OGL Date of acceptance : 10 October 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 : 228 876 Deemed value per share : 5 337 cents Total deemed value of : R12 215 112 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Director : DH Matthee Company : OUTsurance Insurance Company Limited Date of acceptance : 10 October 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 : 183 991 Deemed value per share : 5 337 cents Total deemed value of : R9 819 600 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Director : JH Hofmeyr Company : OGL Date of acceptance : 10 October 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 : 169 745 Deemed value per share : 5 337 cents Total deemed value of : R9 059 291 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Company secretary : JS Human Company : OGL Date of acceptance : 10 October 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 : 21 058 Deemed value per share : 5 337 cents Total deemed value of : R1 123 865 transaction Nature of interest : Direct beneficial Clearance obtained : Yes Company secretary : ZM Waterston Company : OUTsurance Holdings Limited Date of acceptance : 10 October 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 : 8 119 Deemed value per share : 5 337 cents Total deemed value of : R433 311 transaction Nature of interest : Direct beneficial Clearance obtained : Yes 3. Cancellation of OGL shares received as a dividend in specie OGL received 8 765 513 OGL ordinary shares as a dividend in specie from OHL. These OGL shares have been cancelled and delisted with effect from today, 14 October 2024. As a result, OGL's issued number of ordinary shares has decreased from 1 549 615 031 to 1 540 849 518. Centurion 14 October 2024 Sponsor RAND MERCHANT BANK (A division of FirstRand Bank Limited) Date: 14-10-2024 04:52:00 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. 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