| Challenger Drummondville | 2023/11/14 15:00 | Olaf Pieczkowski v Andrew Paulson | 4-6,6-3,6-1 |
| Challenger Calgary | 2023/11/08 04:30 | Gabriel Diallo v Andrew Paulson | 4-6,7-6,6-4 |
| Challenger Ismaning | 2023/11/03 12:40 | Andrew Paulson v Maximilian Marterer | 2-6,4-6 |
| Challenger Ismaning | 2023/11/01 10:00 | Timo Stodder v Andrew Paulson | 6-7,3-6 |
| Challenger Ismaning | 2023/10/31 10:00 | Andrew Paulson v Louis Wessels | 6-4,6-7,6-3 |
| Challenger Ismaning | 2023/10/30 14:15 | Andrew Paulson v Tom Gentzsch | 3-6,7-6,7-6 |
| Challenger Ismaning | 2023/10/29 15:50 | Andrew Paulson v Jakob Schnaitter | 6-3,7-5 |
| Challenger Ortisei | 2023/10/24 10:25 | Andrew Paulson v Lukas Klein | 5-7,4-6 |
| ITF - Jablonec Nad Nisou M25 | 2023/08/31 14:20 | Jan Pleva v Toby Alex Kodat | 1-6,0-6 |
| ITF - Most M25 | 2023/05/24 07:55 | Dylan Dietrich v Jan Pleva | 6-2,6-4 |
| ITF - Jablonec Nad Nisou M25 | 2022/05/23 08:00 | Georgii Kravchenko v Jan Pleva | 7-5,1-6,12-10 |
| ITF - Jablonec Nad Nisou M25 | 2020/09/21 11:00 | Jan Pleva v Francisco Comesana | 1-6,6-7 |
| ITF - Jablonec Nad Nisou M25 | 2020/09/20 11:00 | Jan Pleva v Radek Cyprich | 6-1,6-1 |
| ITF - Sharm El Sheikh M15 | 2020/03/11 13:35 | Niels Visker v Jan Pleva | 6-3,6-4 |
| ITF - Sharm El Sheikh M15 | 2020/03/10 09:40 | Iancu-Iustinian Ghinda v Jan Pleva | 2-6,4-6 |
| ITF - Sharm El Sheikh M15 | 2020/03/09 10:00 | Jan Pleva v Iacopo Sada | 6-4,6-4 |