Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Doha | 2023/10/03 12:00 | Thomas Deschamps v Zach Stephens | 3-6,6-4,3-10 |
| ITF M25 Aldershot | 2023/08/13 08:55 | Zach Stephens v Finn Bass | 6-7,1-6 |
| ITF M25 Roehampton | 2023/08/06 10:25 | Zach Stephens v Michael Shaw | 4-6,7-6,11-13 |
| ITF M25 Roehampton | 2023/07/30 09:00 | Luke Simkiss v Zach Stephens | 6-4,7-5 |
| ITF M25 Grasse | 2023/06/11 15:35 | Cosme Rolland De Ravel v Zach Stephens | 6-1,6-1 |
| ITF M25 La Nucia | 2023/06/01 07:00 | Valentin Royer v Zach Stephens | 6-2,6-2 |
| ITF M25 Mataro | 2023/05/23 14:55 | Zach Stephens v Nikolas Sanchez Izquierdo | 1-6,1-6 |
| ITF M25 Valldoreix | 2023/05/10 09:30 | Javier Barranco Cosano v Zach Stephens | 6-1,6-2 |
| 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 |
| ITF M15 Szczawno | 2023/09/03 09:30 | Olaf Pieczkowski v Jasza Szajrych | 6-1,6-2 |
| ITF M15 Szczawno | 2023/09/01 09:00 | Olaf Pieczkowski v Jonas P Hartenstein | 6-2,6-2 |
| ITF M15 Szczawno | 2023/08/30 07:00 | Olaf Pieczkowski v Alan Bojarski | 6-0,6-2 |
| ITF M25 Poznan | 2023/08/23 13:45 | Olaf Pieczkowski v Viacheslav Bielinskyi | 6-3,3-6,2-6 |
| ITF M25 Bielsko Biala | 2023/08/18 08:30 | Juan Bautista Torres v Olaf Pieczkowski | 6-3,6-2 |