Stadium: Centre 2 Round: 26 Ground: Hardcourt outdoor
| ITF - M25 Gold Coast | 2023/11/29 04:20 | Jesse Delaney v Jacob Bradshaw | 4-6,6-2,3-6 |
| ITF - M15 Wellington | 2023/12/11 21:30 | Jesse Delaney v Zachary Adam-Gedge | 6-2,6-4 |
| ITF - M25 Gold Coast | 2023/11/29 04:20 | Jesse Delaney v Jacob Bradshaw | 4-6,6-2,3-6 |
| ITF - M25 Gold Coast | 2023/11/28 00:00 | Jesse Delaney v Thomas Nicholas Gadecki | 6-4,6-3 |
| ITF - M25 Gold Coast | 2023/11/27 03:05 | Jesse Delaney v Lachlan Vickery | 6-1,4-6,11-9 |
| ITF - M25 Brisbane | 2023/11/20 23:00 | Blake Bayldon v Jesse Delaney | 6-7,7-6,10-5 |
| ITF - M15 Kuching | 2023/11/15 03:30 | Sora Fukuda v Jesse Delaney | 6-1,7-5 |
| ITF - M15 Kuching | 2023/11/14 02:00 | Jesse Delaney v Lawrence Bataljin | 6-2,6-0 |
| ITF - M15 Kuching | 2023/11/13 03:00 | Jesse Delaney v David Agung Susanto | 6-3,6-4 |
| ITF - M15 Wellington | 2023/12/11 20:30 | Anton Shepp v Jacob Bradshaw | 4-6,6-2,2-6 |
| ITF - M25 Gold Coast | 2023/11/30 02:15 | Jacob Bradshaw v Matthew Dellavedova | 6-3,6-7,3-6 |
| ITF - M25 Gold Coast | 2023/11/29 04:20 | Jesse Delaney v Jacob Bradshaw | 4-6,6-2,3-6 |
| ITF - M25 Brisbane | 2023/11/25 03:55 | Shintaro Imai v Jacob Bradshaw | 2-6,6-1,7-6 |
| ITF - M25 Brisbane | 2023/11/24 03:00 | Jacob Bradshaw v Nam Hoang Ly | 6-3,2-6,6-4 |
| ITF - M25 Brisbane | 2023/11/23 01:40 | Jacob Bradshaw v Hayden Jones | 6-4,6-2 |
| ITF - M25 Brisbane | 2023/11/22 04:10 | Jake Delaney v Jacob Bradshaw | 5-7,6-7 |
| Challenger - Sydney | 2023/10/30 02:10 | Jacob Bradshaw v Arthur Weber | 5-7,2-6 |