Stadium: Court 1 Round: 62 Ground: Clay
| ITF M15 Hyvinkaa | 2023/07/31 09:30 | Hermanni Tiainen v Siim Troost | 6-0,6-7,10-8 |
| ITF M25 Kramsach | 2023/07/24 11:30 | Siim Troost v Lambert Ruland | 2-6,4-6 |
| ITF M25 Kramsach | 2023/07/24 07:30 | Siim Troost v Lukas Rohseano | 4-6,6-4,10-8 |
| ITF M25 Kramsach | 2023/07/23 07:00 | Siim Troost v Davide Galvanin | 7-5,6-2 |
| Challenger Tampere | 2023/07/16 08:00 | Siim Troost v Lorenzo Rottoli | 3-6,3-6 |
| ITF M15 Monastir | 2023/06/26 08:00 | James Connel v Siim Troost | 6-4,6-3 |
| ITF M15 Monastir | 2023/06/25 08:30 | Ryan A Dos Santos v Siim Troost | 2-6,6-7 |
| ITF M15 Monastir | 2023/06/21 13:00 | Siim Troost v Cyril Vandermeersch | 3-6,5-7 |
| ITF M25 Jablonec Nad Nisou | 2023/05/29 10:30 | Thijmen Loof v Piotr Grynkowski | 7-6,7-5 |
| ITF M15 Lodz | 2022/07/27 13:30 | Piotr Grynkowski v Petr Nouza | 1-6,3-6 |
| ITF M15 Lodz | 2022/07/26 13:30 | Federico Campana v Piotr Grynkowski | 3-6,4-6 |
| ITF M15 Cairo | 2022/01/12 08:00 | Daniel Michalski v Piotr Grynkowski | 6-1,6-1 |
| ITF M15 Cairo | 2022/01/06 08:00 | Piotr Grynkowski v Simone Roncalli | 4-6,1-6 |
| ITF M15 Cairo | 2022/01/05 07:30 | Piotr Grynkowski v Preston Brown | 5-7,6-4,6-2 |
| ITF M15 Monastir | 2021/12/07 08:00 | Piotr Grynkowski v Andrew Paulson | 3-6,3-6 |
| ITF M15 Lodz | 2021/08/18 11:40 | Daniel Michalski v Piotr Grynkowski | 6-1,6-1 |