Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2022/09/08 10:00 | Jacob Bradshaw v Matthew Dellavedova | 4-6,3-6 |
| 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 |
| Challenger Playford | 2023/10/23 23:30 | Taro Daniel v Jacob Bradshaw | 6-3,6-1 |
| Challenger Playford | 2023/10/23 02:35 | Ajeet Rai v Jacob Bradshaw | 4-6,6-7 |
| ITF M25 Gold Coast | 2023/11/29 01:55 | Daisuke Sumizawa v Matthew Dellavedova | 6-7,4-6 |
| ITF M25 Brisbane | 2023/11/23 00:00 | Blake Ellis v Matthew Dellavedova | 7-6,7-6 |
| ITF M25 Brisbane | 2023/11/22 02:40 | Tai Leonard Sach v Matthew Dellavedova | 4-6,2-6 |
| ITF M25 Hua Hin | 2023/11/15 05:40 | Goncalo Oliveira v Matthew Dellavedova | 7-6,6-2 |
| ITF M15 Hua Hin | 2023/11/07 03:55 | Matthew Dellavedova v Moerani Bouzige | 6-3,3-6,2-6 |
| Challenger Sydney | 2023/10/30 23:00 | Matthew Dellavedova v Rinky Hijikata | 3-6,4-6 |
| Challenger Sydney | 2023/10/29 23:00 | Matthew Romios v Matthew Dellavedova | 6-7,6-3,1-6 |
| Challenger Sydney | 2023/10/29 00:40 | Thomas Braithwaite v Matthew Dellavedova | 3-6,2-6 |