Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF - M15 Limassol | 2023/11/20 10:30 | Christopher Papa v Nico Jaeger | 6-0,6-3 |
| ITF - M15 Limassol | 2023/11/19 08:00 | Christopher Papa v Christos Avraam | 6-2,6-3 |
| ITF - M25 Heraklion | 2023/11/14 07:30 | Sean Hodkin v Christopher Papa | 7-6,6-2 |
| UTR Pro California | 2023/11/05 21:25 | Mousheg Hovhannisyan v Christopher Papa | 2-6,1-2 |
| UTR Pro California | 2023/11/04 18:00 | Jackson Ross v Christopher Papa | 4-6,6-1,3-4 |
| UTR Pro California | 2023/11/03 19:30 | Christopher Papa v Meecah Bigun | 4-6,4-6 |
| UTR Pro California | 2023/11/02 19:30 | Christopher Papa v Michael Kaplan | 6-1,6-7,2-1 |
| UTR Pro California | 2023/11/01 18:00 | Wojtek Marek v Christopher Papa | 6-4,6-2 |
| Challenger - Drummondville | 2023/11/16 23:30 | Dominik Koepfer v Olaf Pieczkowski | 6-4,6-4 |
| Challenger - Drummondville | 2023/11/14 15:00 | Olaf Pieczkowski v Andrew Paulson | 4-6,6-3,6-1 |
| Challenger - Drummondville | 2023/11/13 15:00 | Olaf Pieczkowski v Alexander Kotzen | 1-6,4-6 |
| Challenger - Drummondville | 2023/11/12 16:25 | Olaf Pieczkowski v Marko Stakusic | 7-6,5-7,6-2 |
| ITF - M15 Monastir | 2023/11/05 08:30 | Elliot Benchetrit v Olaf Pieczkowski | 6-2,6-3 |
| ITF - M15 Monastir | 2023/11/03 08:30 | John Sperle v Olaf Pieczkowski | 3-6,2-6 |
| ITF - M15 Monastir | 2023/11/02 10:55 | Fabio De Michele v Olaf Pieczkowski | 4-6,4-6 |
| ITF - M15 Monastir | 2023/11/01 08:00 | Diego F Flores v Olaf Pieczkowski | 4-6,6-2,2-6 |