Stadium: Court 4 Round: 29 Ground: Clay
| ITF M15 Litija | 2023/06/15 12:45 | Luca Wiedenmann v Olaf Pieczkowski | 6-3,6-0 |
| ITF M15 Litija | 2023/06/14 12:10 | Nikola Basic v Olaf Pieczkowski | 0-6,2-6 |
| ITF M15 Constanta | 2023/06/01 08:00 | Radu Mihai Papoe v Olaf Pieczkowski | 6-1,6-4 |
| ITF M15 Constanta | 2023/05/30 10:35 | Joao Victor C Loureiro v Olaf Pieczkowski | 4-6,6-1,4-6 |
| ITF M15 Pazardzhik | 2023/05/24 14:00 | Leonardo Rossi v Olaf Pieczkowski | 7-6,7-6 |
| ITF M15 Monastir | 2023/03/22 08:30 | Olaf Pieczkowski v Buvaysar Gadamauri | 2-6,6-3,2-6 |
| ITF M15 Monastir | 2023/03/19 08:30 | Olaf Pieczkowski v Lorenzo Rottoli | 6-7,3-6 |
| ITF M15 Monastir | 2023/03/18 10:15 | Simone Roncalli v Olaf Pieczkowski | 2-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/05/30 08:40 | Jasza Szajrych v Lorenzo Carboni | 0-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/05/29 10:40 | Jasza Szajrych v Benjamin Torres | 6-1,6-4 |
| ITF M15 Kursumlijska Banja | 2023/05/23 07:00 | Jasza Szajrych v Niccolo Baroni | 2-6,6-7 |
| ITF M15 Kursumlijska Banja | 2023/05/22 06:50 | Jasza Szajrych v Aleksandar Ljubojevic | 6-3,6-2 |
| ITF M15 Antalya | 2023/05/03 09:20 | Jasza Szajrych v Yshai Oliel | 6-3,1-6,0-6 |
| ITF M15 Antalya | 2023/05/02 09:05 | Jasza Szajrych v Massimo Giunta | 7-5,6-1 |
| ITF M15 Antalya | 2023/05/01 12:55 | Jasza Szajrych v Suleyman Deniz Gursoy | 6-2,6-2 |
| ITF M15 Antalya | 2023/04/30 07:00 | Jasza Szajrych v Maurus Malgiaritta | 6-3,4-6,10-8 |