Stadium: Court 4 Round: 25 Ground: Hardcourt indoor
| ITF M15 Huntsville | 2023/05/22 14:00 | Vincent Rettke v Drew Van Orderlain | 6-4,6-1 |
| ITF M25 Varnamo | 2023/05/09 08:15 | Andrea Gola v Drew Van Orderlain | 7-6,6-1 |
| ITF M25 Varnamo | 2023/05/08 08:15 | Samuel Rovai v Drew Van Orderlain | 2-6,1-6 |
| ITF M25 Nottingham Qual | 2023/04/30 11:35 | Drew Van Orderlain v James Davis | 3-6,2-6 |
| ITF M25 Nottingham Qual | 2023/04/24 09:00 | Drew Van Orderlain v Michael Shaw | 2-6,1-6 |
| ITF M25 Nottingham | 2023/04/16 08:55 | Drew Van Orderlain v Ioannis Xilas | 3-6,3-6 |
| ITF M25 Montreal | 2023/03/13 19:35 | Jonathan Sorbo v Drew Van Orderlain | 6-4,6-2 |
| ITF M25 Montreal | 2023/03/08 19:30 | Drew Van Orderlain v Sandro Kopp | 1-6,3-6 |
| ITF M25 Laval | 2023/07/13 17:35 | Junghee You v Philip Sekulic | 3-6,4-6 |
| ITF M25 Laval | 2023/07/11 15:50 | Junghee You v Jonathan Sorbo | 5-7,6-3,6-2 |
| UTR Pro Calgary | 2023/06/17 22:00 | Daniel Kliebhan v Junghee You | 4-6,6-1,6-2 |
| UTR Pro Calgary | 2023/06/16 18:00 | Anish Sriniketh v Junghee You | 4-6,6-7 |
| UTR Pro Calgary | 2023/06/15 18:00 | Liam Spiers v Junghee You | 2-6,1-6 |
| UTR Pro Calgary | 2023/06/14 19:30 | Maxime Mareschal-Hay v Junghee You | 2-6,4-6 |
| UTR Pro Calgary | 2023/06/12 18:00 | Brayden Schnur v Junghee You | 6-4,6-2 |
| UTR Pro Calgary | 2023/06/10 19:25 | Junghee You v Alexander Richards | 3-6,0-6 |