Stadium: Court 13 Round: 14 Ground: Hardcourt outdoor
| Challenger - Praag | 2023/08/24 09:00 | Federico Agustin Gomez v Rudolf Molleker | 3-6,3-6 |
| Challenger - Praag | 2023/08/23 09:45 | Federico Agustin Gomez v Lorenzo Giustino | 6-3,6-3 |
| Challenger - Praag | 2023/08/22 09:50 | Henri Squire v Federico Agustin Gomez | 6-4,4-6,3-6 |
| Challenger - Praag | 2023/08/21 09:30 | Federico Agustin Gomez v Miguel Damas | 6-2,6-2 |
| Challenger - Praag | 2023/08/20 13:20 | Federico Agustin Gomez v Oleg Prihodko | 6-4,4-6,6-4 |
| Challenger - Cordenons | 2023/08/11 13:00 | Federico Agustin Gomez v Enrico Dalla Valle | 3-6,1-6 |
| Challenger - Cordenons | 2023/08/10 13:45 | Edoardo Lavagno v Federico Agustin Gomez | 6-4,2-6,1-6 |
| Challenger - Cordenons | 2023/08/08 13:45 | Federico Agustin Gomez v Gonzalo Villanueva | 2-6,6-3,7-6 |
| UTR - Pro Knoxville | 2023/09/01 14:00 | Donald Young v Angel Diaz Jalil | 7-5,4-6,3-6 |
| UTR - Pro Knoxville | 2023/08/31 16:30 | Carter Pate v Donald Young | 0-6,4-6 |
| UTR - Pro Knoxville | 2023/08/30 17:32 | Tomas Luis v Donald Young | 2-6,4-6 |
| UTR - Pro Knoxville | 2023/08/29 15:00 | Sabi Roi v Donald Young | 4-6,2-6 |
| UTR - Pro Knoxville | 2023/08/27 17:00 | Filip Apltauer v Donald Young | 6-7,4-6 |
| Challenger - Cary | 2023/08/06 18:30 | Billy Harris v Donald Young | 6-4,6-4 |
| ATP - Washington | 2023/07/29 14:00 | Sho Shimabukuro v Donald Young | 6-3,6-4 |
| ATP - Atlanta | 2023/07/22 19:40 | Donald Young v Lloyd Harris | 1-6,2-6 |