Round: 28 Ground: Hardcourt outdoor
| ITF M15 Sozopol | 2022/10/18 08:30 | Olaf Pieczkowski v Alexander Donski | 6-7,5-7 |
| ITF M15 Sozopol | 2022/10/07 07:00 | Alexander Donski v Olaf Pieczkowski | 6-1,6-7,6-0 |
| ITF - M15 Monastir | 2022/03/24 13:30 | Olaf Pieczkowski v Alexander Donski | 7-5,2-6,3-6 |
| ITF - M15 Monastir | 2023/11/03 08:30 | Max Wiskandt v Alexander Donski | 6-2,4-6,1-6 |
| ITF - M15 Monastir | 2023/11/02 08:00 | Alexander Donski v Fabrizio Andaloro | 7-6,6-4 |
| ITF - M15 Monastir | 2023/11/01 09:40 | Alexander Donski v Guelfo Baldovinetti | 5-7,6-0,6-1 |
| ITF M25 Pazardzhik | 2023/10/03 12:35 | Sandro Kopp v Alexander Donski | 7-5,6-2 |
| ITF M25 Pazardzhik | 2023/09/27 07:00 | Alexander Donski v Jiri Barnat | 2-6,4-6 |
| Challenger Cassis | 2023/09/03 10:40 | Aidan Mchugh v Alexander Donski | 6-2,6-3 |
| Challenger - Prague | 2023/08/21 08:00 | Pawel Juszczak v Alexander Donski | 7-6,7-6 |
| Challenger - Prague | 2023/08/20 08:00 | Alexander Donski v Luca Potenza | 6-2,6-3 |
| ITF - M15 Monastir | 2023/11/03 08:30 | John Sperle v Olaf Pieczkowski | 3-6,2-6 |
| ITF - M15 Monastir | 2023/11/02 10:55 | Fabio De Michele v Olaf Pieczkowski | 4-6,4-6 |
| ITF - M15 Monastir | 2023/11/01 08:00 | Diego F Flores v Olaf Pieczkowski | 4-6,6-2,2-6 |
| ITF - M15 Monastir | 2023/10/29 08:30 | Olaf Pieczkowski v Alberto Barroso Campos | 1-6,1-6 |
| ITF - M15 Monastir | 2023/10/28 08:30 | Guido Ivan Justo v Olaf Pieczkowski | 6-1,6-7,3-6 |
| ITF - M15 Monastir | 2023/10/27 08:30 | Adrien Gobat v Olaf Pieczkowski | 4-6,5-7 |
| ITF - M15 Monastir | 2023/10/26 08:30 | Louis Tessa v Olaf Pieczkowski | 2-6,6-7 |
| ITF - M15 Monastir | 2023/10/25 12:30 | Yuta Kikuchi v Olaf Pieczkowski | 6-7,4-6 |