Stadium: Court 7 Round: 54 Ground: Hardcourt indoor
| 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 Bielsko Biala | 2023/08/16 15:25 | Siim Troost v Jakub Jedrzejczak | 6-3,3-6,7-5 |
| ITF M25 Glasgow | 2023/10/25 11:05 | George Houghton v James Beaven | 6-4,7-6 |
| ITF M25 Glasgow | 2023/10/23 10:55 | Jack Gibbens v James Beaven | 3-6,4-6 |
| ITF M25 Glasgow | 2023/10/22 09:00 | Freek Van Donselaar v James Beaven | 7-6,6-7,3-10 |
| ITF M25 Santa Margherita | 2023/10/08 08:30 | James Beaven v Giacomo Crisostomo | 4-6,4-6 |
| ITF M25 Santa Margherita | 2023/10/01 09:30 | James Beaven v Toby Martin | 1-6,1-6 |
| ITF M25 Santa Margherita | 2023/09/17 08:30 | James Beaven v Leonardo Malgaroli | 6-7,4-6 |
| ITF M25 Poznan | 2023/08/20 10:30 | Mateusz Cislo v James Beaven | 6-4,6-3 |
| ITF M25 Muttenz | 2023/08/14 14:00 | Louroi Martinez v James Beaven | 6-4,6-4 |