Stadium: Court 4 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Tavira | 2023/10/15 09:00 | Jasin Jakupi v Simon Freund | 2-6,1-6 |
| ITF M25 Tavira | 2023/10/08 14:30 | Tomas Cortez v Jasin Jakupi | 6-4,6-1 |
| ITF M25 Pazardzhik | 2023/10/03 06:30 | Alvaro Bueno Gil v Jasin Jakupi | 7-5,6-3 |
| ITF M25 Pazardzhik | 2023/10/02 09:00 | Jasin Jakupi v Edoardo L Cattaneo | 6-2,6-2 |
| ITF M15 Buschhausen | 2023/09/11 08:00 | Yan Sabanin v Jasin Jakupi | 6-3,6-3 |
| ITF M15 Buschhausen | 2023/09/10 14:30 | Temurmalik Amirov v Jasin Jakupi | 3-6,0-6 |
| ITF M15 Haren | 2023/09/03 08:00 | Jasin Jakupi v Mats Bredschneijder | 2-6,3-6 |
| Davis Cup | 2023/07/29 08:00 | Jasin Jakupi v Damien Gelabert | 6-3,6-0 |
| ITF M25 Vila Real de Santo Antonio | 2024/02/12 12:30 | Peter Sychev v Diogo Marques | 2-6,1-6 |
| ITF M25 Vale Do Lobo | 2023/11/12 11:00 | Alexandre Ruscica v Peter Sychev | 6-0,6-1 |
| ITF M25 Tavira | 2023/10/15 12:00 | Rafael Giotis v Peter Sychev | 6-0,6-2 |
| ITF M25 Tavira | 2023/10/08 09:00 | Peter Sychev v Stepan Pecak | 6-4,1-6,8-10 |
| ITF M25 Setubal | 2023/09/18 09:00 | Daniel Marincas v Peter Sychev | 6-2,6-2 |
| ITF M25 Sintra | 2023/09/11 13:00 | Alejandro T Alvarez v Peter Sychev | 6-1,6-1 |
| ITF M25 Sintra | 2023/09/06 10:50 | Diego F Flores v Peter Sychev | 6-3,6-1 |
| ITF M25 Idanha-A-Nova | 2023/08/28 11:20 | Daniel Batista v Peter Sychev | 6-2,6-2 |