Stadium: Centre 2 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Wellington | 2023/12/11 22:05 | Ajeet Rai v Kai Milburn | 6-1,6-1 |
| ITF - M25 Gold Coast | 2023/12/02 01:00 | Ajeet Rai v Makoto Ochi | 6-3,3-6,4-6 |
| ITF - M25 Gold Coast | 2023/12/01 00:00 | Hayden Jones v Ajeet Rai | 6-7,4-6 |
| ITF - M25 Gold Coast | 2023/11/30 03:30 | Moerani Bouzige v Ajeet Rai | 6-7,6-1,3-6 |
| ITF - M25 Gold Coast | 2023/11/29 01:35 | Pavle Marinkov v Ajeet Rai | 3-6,6-1,3-6 |
| ITF - M25 Brisbane | 2023/11/21 08:30 | Ajeet Rai v Shintaro Imai | 2-6,6-4,6-7 |
| Challenger - Sydney | 2023/10/31 02:20 | Ajeet Rai v Philip Sekulic | 2-6,6-7 |
| Challenger - Sydney | 2023/10/30 00:20 | Ajeet Rai v Makoto Ochi | 7-5,6-2 |
| ITF - M15 Wellington | 2023/12/12 21:00 | George Stoupe v Duncan McCall | 6-0,6-1 |
| ITF - M15 Norman | 2023/10/26 16:30 | Luis Carlos Alvarez Valdes v George Stoupe | 7-6,6-1 |
| ITF - M15 Norman | 2023/10/25 22:05 | Mark Mandlik v George Stoupe | 4-6,6-1,3-6 |
| ITF - M15 Norman | 2023/10/24 15:00 | George Stoupe v Pierce Rollins | 6-1,3-6,10-6 |
| UTR Pro - Baton Rouge | 2023/09/16 17:00 | George Stoupe v Alex Bancila | 2-6,3-6 |
| UTR Pro - Baton Rouge | 2023/09/15 21:30 | George Stoupe v Rafael De Alba | 6-1,6-1 |
| UTR Pro - Baton Rouge | 2023/09/13 21:30 | George Stoupe v Stefan Latinov | 7-6,6-3 |
| UTR Pro - Baton Rouge | 2023/09/13 00:01 | George Stoupe v Benjamin L Ambrosio | 6-3,6-4 |