Stadium: Court 2 Round: 25 Ground: Hardcourt indoor
| Challenger Knoxville | 2023/11/08 16:00 | Martin Damm v Denis Kudla | 6-7,3-6 |
| Challenger Knoxville | 2023/11/06 20:00 | Michael Mmoh v Martin Damm | 4-6,3-6 |
| Challenger Charlottesville | 2023/11/01 17:15 | Nino Serdarusic v Martin Damm | 7-6,3-6,6-1 |
| Challenger Charlottesville | 2023/10/30 23:20 | Martin Damm v Zachary Svajda | 2-6,6-3,7-6 |
| Challenger Bratislava | 2023/10/14 14:10 | Gabriel Diallo v Martin Damm | 7-6,6-2 |
| Challenger Bratislava | 2023/10/13 18:00 | Martin Damm v Maxime Cressy | 6-4,7-6 |
| Challenger Bratislava | 2023/10/12 09:00 | Martin Damm v Kalin Ivanovski | 6-3,6-4 |
| Challenger Bratislava | 2023/10/11 10:35 | Akira Santillan v Martin Damm | 3-6,6-3,3-6 |
| Challenger Champaign | 2023/11/13 18:40 | Alexander Cozbinov v Alfredo Perez | 6-7,4-6 |
| Challenger Champaign | 2023/11/12 21:35 | Mathis Debru v Alfredo Perez | 4-6,3-6 |
| Challenger Calgary | 2023/11/06 18:25 | Alfredo Perez v Kiranpal Pannu | 3-6,7-6,6-7 |
| Challenger Calgary | 2023/11/05 17:00 | Alfredo Perez v Kaetan Mehta | 6-1,6-3 |
| Challenger Charlottesville | 2023/10/29 17:50 | Pedro Rodenas v Alfredo Perez | 6-0,6-7,6-4 |
| Challenger Fairfield | 2023/10/10 17:00 | Mitchell Krueger v Alfredo Perez | 7-6,6-2 |
| Challenger Fairfield | 2023/10/09 18:45 | Colin Markes v Alfredo Perez | 3-6,6-2,4-6 |
| Challenger Fairfield | 2023/10/08 20:00 | Garrett Johns v Alfredo Perez | 2-6,6-7 |