Stadium: Court 11 Round: 44 Ground: Hardcourt outdoor
| UTR Pro Carrara | 2023/09/23 23:00 | Ethan Farlie v Jesse Delaney | 2-2 |
| ITF M25 Darwin | 2023/09/20 08:00 | Jesse Delaney v Joshua Charlton | 6-4,3-6,6-7 |
| ITF M25 Darwin | 2023/09/14 06:30 | Jacob Brumm v Jesse Delaney | 6-4,6-3 |
| ITF M25 Darwin | 2023/09/13 05:20 | Jesse Delaney v Taketo Takamisawa | 7-5,2-6,6-3 |
| ITF M25 Hongkong | 2023/09/06 04:35 | Jesse Delaney v Blake Mott | 2-6,3-6 |
| ITF M25 Hongkong - kval | 2023/09/04 04:00 | Jesse Delaney v Anthony Susanto | 6-3,6-3 |
| ITF M25 Hongkong - kval | 2023/09/03 02:00 | Jesse Delaney v Hao Yuan Ng | 6-2,6-1 |
| ITF M25 Hongkong | 2023/08/27 04:30 | Jesse Delaney v Baoluo Zheng | 6-3,3-6,7-10 |
| UTR Pro Carrara | 2023/09/29 04:20 | Sam Oster v Thomas Nicholas Gadecki | 7-5,3-6,5-7 |
| UTR Pro Carrara | 2023/09/27 23:00 | Ajeet Rai v Sam Oster | 6-1,5-4 |
| UTR Pro Carrara | 2023/09/27 03:30 | Ethan Farlie v Sam Oster | 6-7,2-6 |
| UTR Pro Carrara | 2023/09/26 02:30 | Benjamin O'Connell v Sam Oster | 1-6,3-6 |
| UTR Pro Carrara | 2023/09/24 00:30 | Sam Ryan Ziegann v Sam Oster | 6-4,6-3 |
| ITF M25 Darwin | 2023/09/18 06:30 | Brian Tran v Sam Oster | 6-3,3-6,13-11 |
| ITF M25 Darwin | 2023/09/12 07:40 | Geni Inoue v Sam Oster | 6-3,6-3 |
| ITF M25 Darwin | 2023/09/11 07:30 | William Jesser v Sam Oster | 4-6,2-6 |