Stadium: Court 1 Round: 28 Ground: Hardcourt outdoor
| ITF M25 Kiseljak | 2022/06/04 11:55 | Jakub Paul v Hady Habib | 4-6,2-6 |
| ITF M25 Monastir | 2023/02/11 13:10 | Skander Mansouri v Hady Habib | 3-6,4-6 |
| ITF M25 Monastir | 2023/02/11 10:00 | Hady Habib v Aziz Ouakaa | 6-2,6-2 |
| ITF M25 Monastir | 2023/02/09 13:05 | Omni Kumar v Hady Habib | 3-6,3-6 |
| Davis Cup | 2023/02/03 10:00 | Vladyslav Orlov v Hady Habib | 6-4,6-2 |
| ITF M15 Monastir | 2023/01/24 11:40 | Stefanos Sakellaridis v Hady Habib | 6-1,7-6 |
| ITF M25 Monastir | 2022/10/28 13:10 | Hady Habib v Clement Tabur | 4-6,4-6 |
| ITF M25 Monastir | 2022/10/27 11:05 | Hady Habib v Henrique Rocha | 6-3,7-6 |
| ITF M25 Monastir | 2022/10/26 09:55 | Hady Habib v Stefan Palosi | 6-2,6-0 |
| ITF M25 Monastir | 2023/02/11 14:15 | Arthur Bouquier v Jakub Paul | 6-7,2-6 |
| ITF M25 Monastir | 2023/02/11 10:00 | Manuel Mazza v Jakub Paul | 4-6,4-6 |
| ITF M25 Monastir | 2023/02/07 14:15 | Jakub Paul v Bogdan Bobrov | 4-6,6-4,6-1 |
| Challenger Concepcion | 2023/01/22 13:00 | Jakub Paul v Joao Lucas Reis da Silva | 4-6,6-3,1-6 |
| Challenger Tigre Qual | 2023/01/09 14:25 | Jurgen Briand v Jakub Paul | 6-1,6-4 |
| Challenger Tigre Qual | 2023/01/08 18:25 | Jakub Paul v Wilson Leite | 6-3,6-4 |
| Challenger Coquimbo | 2022/10/20 14:00 | Franco Agamenone v Jakub Paul | 6-4,6-3 |
| Challenger Coquimbo | 2022/10/18 16:55 | Jakub Paul v Adolfo Daniel Vallejo | 6-2,6-3 |