Stadium: Court 13 Round: 25 Ground: Hardcourt outdoor
| ITF M25 - Cairns | 2023/10/15 01:00 | Omar Jasika v Jake Delaney | 6-7,6-4,6-4 |
| ITF M25 - Cairns | 2023/10/14 01:00 | Blake Ellis v Jake Delaney | 4-6,6-7 |
| ITF M25 - Cairns | 2023/10/13 01:00 | Jake Delaney v Hikaru Shiraishi | 6-3,6-7,7-6 |
| ITF M25 - Cairns | 2023/10/11 00:00 | Jake Delaney v James Watt | 6-4,6-3 |
| ITF M25 - Cairns | 2023/10/07 03:50 | Jake Delaney v Jeremy Beale | 1-6,4-6 |
| ITF M25 - Cairns | 2023/10/06 02:35 | Filip Peliwo v Jake Delaney | 6-7,2-6 |
| ITF M25 - Cairns | 2023/10/05 03:35 | Taiyo Yamanaka v Jake Delaney | 4-6,1-6 |
| ITF M25 - Cairns | 2023/10/03 03:15 | Scott Jones v Jake Delaney | 4-6,4-6 |
| 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 |
| Challenger Playford | 2023/10/22 05:00 | Yuichiro Inui v Jacob Bradshaw | 1-6,4-6 |
| ITF M15 - Sharm El Sheikh | 2023/10/11 12:35 | Jacob Bradshaw v Alex Knaff | 4-6,2-6 |
| ITF M15 - Sharm El Sheikh | 2023/10/06 07:00 | Jacob Bradshaw v Mohamed Safwat | 4-6,4-6 |
| ITF M15 - Sharm El Sheikh | 2023/10/05 09:00 | Stylianos Christodoulou v Jacob Bradshaw | 6-4,4-6,4-6 |
| ITF M15 - Sharm El Sheikh | 2023/10/04 12:50 | Jacob Bradshaw v Denis Constantin Spiridon | 7-6,6-3 |