Stadium: Court 3 Round: 54 Ground: Hardcourt indoor
| 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 Bielsko Biala | 2023/08/14 12:00 | Siim Troost v Patrik Homola | 4-6,5-7 |
| ITF M25 Aldershot | 2023/08/13 11:10 | Jake Van Emburgh v Jack Gibbens | 3-6,6-3,10-4 |
| ITF M25 Nottingham Qual | 2023/04/24 08:55 | Johannes Ingildsen v Jack Gibbens | 7-5,6-2 |
| ITF M25 Glasgow | 2022/10/17 10:20 | Eric Morris v Jack Gibbens | 6-4,5-7,10-4 |
| ITF M25 Glasgow | 2022/10/16 10:25 | Jack Gibbens v Karlo Cubelic | 7-6,7-6 |
| ITF M25 Sheffield | 2022/10/04 12:30 | Mark Lajal v Jack Gibbens | 6-3,6-2 |
| ITF M25 Sheffield | 2022/10/03 10:20 | Tadas Babelis v Jack Gibbens | 5-7,6-4,12-14 |
| ITF M25 Sheffield | 2022/10/02 11:30 | Finn Lester v Jack Gibbens | 3-6,1-6 |
| UK Pro League | 2022/09/30 10:00 | Michael Shaw v Jack Gibbens | 6-4,6-2 |