Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| Davis Cup | 2023/07/29 04:30 | Hamid Reza Nadaf v Gillian Osmont | 6-2,6-2 |
| Challenger Noumea | 2023/01/01 00:00 | Gillian Osmont v Kaito Uesugi | 3-6,1-6 |
| ITF M15 - Tauranga | 2022/12/18 23:10 | Blake Ellis v Gillian Osmont | 6-1,6-4 |
| ITF M15 - Wellington | 2022/12/12 02:45 | Rhys Searant v Gillian Osmont | 6-3,6-0 |
| ITF M15 - Sharm El Sheikh | 2022/11/27 12:30 | Sanhui Shin v Gillian Osmont | 6-3,6-2 |
| ITF M15 - Sharm El Sheikh | 2022/11/20 08:00 | Gillian Osmont v Maks Lukman | 6-3,1-6,10-12 |
| ITF M15 - Caloundra | 2022/07/25 00:00 | Gillian Osmont v Arjun Mehrotra | 3-6,1-6 |
| ITF M15 - Caloundra | 2022/07/23 23:00 | Gillian Osmont v Matthew Harper | 3-6,6-4,10-6 |
| ITF M15 - Wellington | 2023/12/10 02:30 | Timothy Gray v Sam Thompson | 3-6,1-6 |