Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| 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 Montreal | 2023/03/07 17:10 | Drew Van Orderlain v Ren Nakamura | 7-6,7-5 |
| ITF M25 Montreal | 2023/03/06 19:50 | Herbert Jody Maginley v Drew Van Orderlain | 6-7,1-6 |
| ITF M25 Santo Domingo Qual | 2023/02/19 20:25 | Tommaso Carnevale-Miino v Drew Van Orderlain | 6-1,6-2 |
| ITF M25 Santo Domingo | 2023/02/13 13:30 | Leanid Boika v Drew Van Orderlain | 6-2,0-6,11-9 |
| ITF M25 Nottingham | 2023/04/25 08:55 | Alexandre Reco v James Davis | 7-6,7-6 |
| ITF M25 Nottingham Qual | 2023/04/24 10:20 | Liam Hignett v James Davis | 3-6,3-6 |
| ITF M25 Nottingham | 2023/04/18 10:40 | James Davis v Jules Marie | 3-6,2-6 |
| ITF M25 Nottingham | 2023/04/17 09:30 | James Davis v Joe Tyler | 7-5,6-3 |
| ITF M25 Nottingham | 2023/04/16 09:00 | James Davis v Aleksandar Andic | 6-2,6-1 |
| ITF M25 Sharm El Sheikh | 2023/04/09 10:00 | Akram El Sallaly v James Davis | 6-4,6-3 |
| ITF M25 Montreal | 2023/03/16 17:10 | Strong Kirchheimer v James Davis | 6-1,6-3 |
| ITF M25 Montreal | 2023/03/15 15:20 | James Davis v Mac Kiger | 6-3,6-4 |