Stadium: Court Central Round: 26 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/10/25 08:30 | Louis Tessa v Aleksandr Lobanov | 6-4,6-4 |
| ITF M15 Monastir | 2023/10/05 12:55 | Louis Tessa v Roberto Cid Subervi | 6-7,4-6 |
| ITF M15 Monastir | 2023/10/04 12:25 | Louis Tessa v Kevin Edengren | 6-2,6-1 |
| ITF M15 Monastir | 2023/10/02 12:30 | Louis Tessa v Lucca Pinto | 6-1,6-4 |
| ITF M15 Monastir | 2023/09/25 08:30 | Louis Tessa v Ludovico Vaccari | 6-1,2-6,9-11 |
| ITF M15 Monastir | 2023/09/24 10:30 | Louis Tessa v Lucca Pinto | 6-1,6-1 |
| Challenger St. Tropez | 2023/09/17 14:50 | Mark Lajal v Louis Tessa | 6-1,7-5 |
| ITF M15 Monastir | 2023/09/16 08:30 | Luca Wiedenmann v Louis Tessa | 7-5,6-3 |
| ITF M15 Monastir | 2023/10/25 12:30 | Yuta Kikuchi v Olaf Pieczkowski | 6-7,4-6 |
| ITF M15 Doha | 2023/10/12 13:00 | Marat Sharipov v Olaf Pieczkowski | 6-7,6-2,6-2 |
| ITF M15 Doha | 2023/10/09 15:10 | Mashari Nawaf v Olaf Pieczkowski | 1-6,1-6 |
| ITF M15 Doha | 2023/10/06 12:55 | Coleman Wong v Olaf Pieczkowski | 7-6,6-3 |
| ITF M15 Doha | 2023/10/05 14:20 | Zach Stephens v Olaf Pieczkowski | 3-6,3-6 |
| ITF M15 Doha | 2023/10/04 18:10 | Grigoriy Lomakin v Olaf Pieczkowski | 3-6,4-6 |
| ITF M25 Falun | 2023/09/26 12:00 | Olaf Pieczkowski v Anton Matusevich | 7-6,3-6,4-6 |
| Davis Cup | 2023/09/15 14:35 | Olaf Pieczkowski v Darian King | 1-6,7-6,6-3 |