Stadium: Court 7 Round: 54 Ground: Hardcourt indoor
| ITF - M25 Sunderland | 2023/10/29 10:00 | Siim Troost v James Beaven | 6-4,6-4 |
| ITF M25 Glasgow | 2023/10/22 13:00 | Siim Troost v Jack Gibbens | 6-4,6-7,8-10 |
| ITF M15 Danderyd | 2023/09/19 08:00 | George Houghton v Siim Troost | 7-5,6-1 |
| ITF M15 Danderyd | 2023/09/18 08:00 | Samuel Rovai v Siim Troost | 4-6,2-6 |
| ITF M25 Poznan | 2023/08/23 12:45 | Siim Troost v Kai Wehnelt | 7-6,0-6,0-6 |
| ITF M25 Poznan | 2023/08/22 09:00 | Juliusz Bienkiewicz v Siim Troost | 6-2,3-6,10-4 |
| ITF M25 Poznan | 2023/08/21 11:30 | Michal Matuszewski v Siim Troost | 6-7,1-6 |
| ITF M25 Bielsko Biala | 2023/08/17 13:30 | Juan Bautista Torres v Siim Troost | 6-2,7-5 |
| ITF - M25 Sunderland | 2023/10/29 10:00 | Stevenson, David v Mackinlay, James | 6-7,7-6,2-10 |
| ITF M25 Glasgow | 2023/10/23 13:20 | Phoenix Weir v Mackinlay, James | 7-5,6-0 |
| ITF M25 Glasgow | 2023/10/22 16:35 | Ioannis Stamatopoulos v Mackinlay, James | 5-7,4-6 |
| ITF M25 Edgbaston | 2023/10/16 09:00 | Phoenix Weir v Mackinlay, James | 7-6,7-6 |
| ITF M25 Edgbaston | 2023/10/15 13:20 | Paschetto, Francesco v Mackinlay, James | 2-6,6-7 |
| ITF M25 Sintra | 2023/09/13 14:30 | Simoes, Martim v Mackinlay, James | 6-2,6-3 |
| ITF M25 Sintra | 2023/09/12 11:05 | Goncalo Falcao v Mackinlay, James | 6-4,3-6,8-10 |
| ITF M25 Sintra | 2023/09/11 14:30 | Mackinlay, James v Almeida, Tomas | 7-6,6-3 |