Stadium: Center Court Round: 14 Ground: Carpet indoor
| Challenger Ortisei | 2023/10/24 10:25 | Andrew Paulson v Lukas Klein | 5-7,4-6 |
| Challenger Hamburg | 2023/10/15 13:10 | Andrew Paulson v Daniel Masur | 3-6,2-6 |
| Challenger Bratislava | 2023/10/11 12:40 | Andrew Paulson v Luca Nardi | 7-5,4-6,3-6 |
| Challenger Bratislava | 2023/10/10 09:00 | Andrew Paulson v Gabi Adrian Boitan | 6-4,6-3 |
| ITF M25 Zlatibor | 2023/10/01 09:55 | Valentin Vacherot v Andrew Paulson | 3-6,7-5,3-6 |
| ITF M25 Zlatibor | 2023/09/30 08:30 | Andrew Paulson v Sebastian Gima | 6-4,6-1 |
| ITF M25 Zlatibor | 2023/09/29 13:30 | Matej Dodig v Andrew Paulson | 4-6,2-6 |
| ITF M25 Zlatibor | 2023/09/29 09:05 | Luka Mikrut v Andrew Paulson | 5-7,6-7 |
| ITF M25 Sarreguemines | 2023/10/24 07:50 | Jakob Schnaitter v Khumoyun Sultanov | 6-3,4-6,5-7 |
| Challenger Hamburg | 2023/10/16 14:15 | Tristan Lamasine v Jakob Schnaitter | 6-2,6-1 |
| Challenger Hamburg | 2023/10/15 14:10 | Jakob Schnaitter v Nikoloz Basilashvili | 6-3,6-4 |
| ITF M25 Rodez | 2023/10/11 08:30 | Arthur Bouquier v Jakob Schnaitter | 4-6,6-2,6-3 |
| ITF M25 Nevers | 2023/10/04 07:55 | Alec Deckers v Jakob Schnaitter | 6-4,6-2 |
| ITF M25 Falun | 2023/09/27 16:20 | Leo Borg v Jakob Schnaitter | 6-4,6-2 |
| ITF M25 Falun | 2023/09/26 16:05 | Jakob Schnaitter v Albert Saar | 6-3,6-2 |
| ITF M15 Danderyd | 2023/09/22 08:00 | Giles Hussey v Jakob Schnaitter | 6-4,6-4 |