Stadium: Court 1 Round: 19 Ground: Hardcourt outdoor
| Challenger Playford | 2023/10/22 04:40 | Ajeet Rai v Zak Talic | 6-2,6-2 |
| ITF - Cairns M25 | 2023/10/11 02:00 | Omar Fields v Ajeet Rai | 1-6,2-6 |
| ITF - Cairns M25 | 2023/10/07 03:55 | Ajeet Rai v Makoto Ochi | 6-3,7-6 |
| ITF - Cairns M25 | 2023/10/06 02:25 | Daisuke Sumizawa v Ajeet Rai | 6-4,5-7,2-6 |
| ITF - Cairns M25 | 2023/10/05 02:30 | Tomislav E Papac v Ajeet Rai | 2-6,1-6 |
| ITF - Cairns M25 | 2023/10/04 05:25 | Tai Leonard Sach v Ajeet Rai | 7-5,3-6,5-7 |
| UTR Pro - Carrara | 2023/09/29 06:59 | Ajeet Rai v Filip Peliwo | 3-6,1-2 |
| UTR Pro - Carrara | 2023/09/27 23:00 | Ajeet Rai v Sam Oster | 6-1,5-4 |
| Challenger Playford | 2023/10/22 05:00 | Yuichiro Inui v Jacob Bradshaw | 1-6,4-6 |
| ITF - Sharm El Sheikh M15 | 2023/10/11 12:35 | Jacob Bradshaw v Alex Knaff | 4-6,2-6 |
| ITF - Sharm El Sheikh M15 | 2023/10/06 07:00 | Jacob Bradshaw v Mohamed Safwat | 4-6,4-6 |
| ITF - Sharm El Sheikh M15 | 2023/10/05 09:00 | Stylianos Christodoulou v Jacob Bradshaw | 6-4,4-6,4-6 |
| ITF - Sharm El Sheikh M15 | 2023/10/04 12:50 | Jacob Bradshaw v Denis Constantin Spiridon | 7-6,6-3 |
| ITF - Darwin M25 | 2023/09/19 08:15 | Jacob Bradshaw v Alexander Klintcharov | 4-6,4-6 |
| ITF - Darwin M25 | 2023/09/15 09:05 | Blake Ellis v Jacob Bradshaw | 6-3,6-2 |
| ITF - Darwin M25 | 2023/09/14 05:30 | Zak Talic v Jacob Bradshaw | 2-6,4-6 |