Stadium: Hard 20 Round: 62 Ground: Hardcourt outdoor
| ITF - Heraklion M25 | 2023/10/30 07:00 | William Norton v Ivan Sergeyev | 6-1,6-4 |
| ITF - Vejle M15 | 2023/07/24 12:00 | Andrea Gola v Ivan Sergeyev | 7-5,6-4 |
| ITF - Vejle M15 | 2023/07/24 07:00 | Gustav Theilgaard v Ivan Sergeyev | 4-6,4-6 |
| ITF - Kamen M15 | 2023/06/26 10:00 | Aloys J W Van Baal v Ivan Sergeyev | 6-3,6-2 |
| UTR Pro - Hilversum | 2023/06/10 07:30 | Sander Jong v Ivan Sergeyev | 6-2,6-0 |
| UTR Pro - Hilversum | 2023/06/09 06:00 | Ivan Sergeyev v Victor Sklenka | 6-4,6-7,6-0 |
| UTR Pro - Hilversum | 2023/06/07 07:30 | Ivan Sergeyev v Julian Cundom | 6-3,6-2 |
| UTR Pro - Hilversum | 2023/06/06 06:00 | Ivan Sergeyev v Quentin Robert | 4-6,2-5 |
| ITF - Heraklion M25 | 2023/11/01 07:00 | Dimitris Sakellaridis v Sidane Pontjodikromo | 2-6,2-6 |
| ITF - Heraklion M25 | 2023/10/31 06:55 | Yan Sabanin v Dimitris Sakellaridis | 6-4,1-6,9-11 |
| ITF - Heraklion M25 | 2023/10/30 07:00 | Kevin Edengren v Dimitris Sakellaridis | 4-6,3-6 |
| ITF - Heraklion M15 | 2023/10/23 06:30 | Niels Visker v Dimitris Sakellaridis | 6-2,2-6,10-8 |
| ITF - Heraklion M15 | 2023/10/22 06:00 | Tarik Bajrovic v Dimitris Sakellaridis | 4-6,4-6 |
| ITF - Rodez M25 | 2023/10/09 13:50 | Umberto Maria Giovannini v Dimitris Sakellaridis | 6-3,7-5 |
| ITF - Pazardzhik M25 | 2023/10/03 08:40 | Eric Vanshelboim v Dimitris Sakellaridis | 6-2,6-3 |
| ITF - Pazardzhik M25 | 2023/09/26 07:00 | Alexander Vasilev v Dimitris Sakellaridis | 6-1,7-5 |