| UTR Pro Wagga Wagga | 01/09 20:30 | 28 | Jacob Cairncross v Harry Roberts | 5-7,2-6 | |
| UTR Pro Wagga Wagga | 01/08 20:30 | - | Jacob Cairncross v Nikolas Baker | 4-6,6-4,5-7 | |
| UTR Pro Wagga Wagga | 01/06 20:30 | - | Jacob Cairncross v Baxter Errey | 6-1,7-6 | |
| UTR Pro Wagga Wagga | 01/05 23:30 | - | Jacob Cairncross v Bryan Dickson | Walkover | |
| UTR Pro Wagga Wagga | 01/05 03:00 | - | Haruto Ishikawa v Jacob Cairncross | 6-3,6-3 | |
| ITF M25 Brisbane | 10/29 00:00 | - | Scott Jones v Jacob Cairncross | 6-1,6-2 | |
| ITF M25 Tamworth | 09/09 02:15 | - | Mustafa Ege Sik v Jacob Cairncross | 6-4,6-4 |