Estádio: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Vaasa | 2023/06/07 08:45 | Tom Gentzsch v Gabriele Moghini | 7-6,6-3 |
| ITF - M15 Constanța | 2023/06/01 10:10 | Tom Gentzsch v Elmer Moller | 0-6,6-3,3-6 |
| ITF - M15 Constanța | 2023/05/31 11:40 | Tom Gentzsch v Filip Gabriel Bara | 6-3,6-2 |
| ITF - M25 Most | 2023/05/24 07:55 | Timo Stodder v Tom Gentzsch | 6-2,6-2 |
| ITF - M25 Most | 2023/05/23 09:35 | Tom Gentzsch v Victor Sklenka | 6-3,6-3 |
| ITF - M25 Most | 2023/05/22 08:00 | Tom Gentzsch v Przemyslaw Michocki | 6-1,7-5 |
| ITF - M15 Alaminos-Larnaca | 2023/05/03 09:50 | Tom Gentzsch v Sebastian Prechtel | 4-6,7-6,1-6 |
| ITF - M15 Meerbusch | 2023/04/26 12:20 | Florian Broska v Tom Gentzsch | 3-6,6-3,6-3 |
| ITF - M15 Vaasa | 2023/06/07 08:50 | Siim Troost v Tuomas Rikkonen | 6-4,6-3 |
| ITF - M15 Vaasa | 2023/06/06 07:00 | Siim Troost v Oskari Eerola | 6-4,3-6,10-7 |
| ITF - M15 Vaasa | 2023/06/05 07:00 | Siim Troost v Hermanni Tiainen | 6-4,6-2 |
| ITF - M15 Helsínquia | 2022/08/10 11:45 | Filip Peliwo v Siim Troost | 6-1,6-1 |
| ITF - M15 Parnu | 2022/08/04 09:05 | Siim Troost v Eero Vasa | 6-3,4-6,2-6 |
| ITF - M15 Parnu | 2022/08/03 13:15 | Siim Troost v Maxime Dubouch | 6-1,6-1 |
| ITF - M15 Vaasa | 2022/06/02 08:15 | Ivan Nedelko v Siim Troost | 7-6,6-1 |
| ITF - M15 Vaasa | 2022/06/01 16:00 | Fabian Hansch Mauritzson v Siim Troost | 0-6,2-6 |