Round: 54 Ground: Hardcourt indoor
| ITF Macedonia F1 | 2016/07/06 11:40 | Dimitar Grabul v Gojo, Borna | 1-6,4-6 |
| ITF Macedonia F2 | 2016/07/03 16:30 | Dimitar Grabul v Alexandre Muller | 2-6,4-6 |
| ITF Macedonia F2 | 2016/07/03 09:15 | Dimitar Grabul v Mesaros, Kristijan | 7-5,1-6,7-6 |
| ITF Macedonia F2 | 2016/07/01 14:30 | Christopher O'Connell v Dimitar Grabul | 6-7,6-7 |
| ITF Macedonia F2 | 2016/06/30 13:30 | Dimitar Grabul v Hampel, Lenny | 6-0,4-6,6-1 |
| ITF Macedonia F2 | 2016/06/29 13:05 | Dimitar Grabul v Kekez, Duje | 6-3,7-6 |
| Coupe Davis | 2016/03/05 15:20 | Dimitar Grabul v Cungu, Rrezart | 6-2,6-0 |
| Coupe Davis | 2016/03/02 14:00 | Dimitar Grabul v Khachatryan, Mikayel | 6-4,6-0 |
| ITF France F17 Qual | 2016/09/04 08:00 | Laurent, Thomas v Kaster, Kaptan | 4-6,6-3,6-1 |
| ITF Netherlands F6 | 2016/08/20 08:00 | Kaster, Kaptan v Veldheer, Mick | 2-6,2-6 |
| ITF Belgium F10 Qual | 2016/08/14 09:00 | Gadamauri, Turpal v Kaster, Kaptan | 6-3,4-6,6-3 |
| ITF Belgium F9 | 2016/08/07 12:50 | Vanneste, Jeroen v Kaster, Kaptan | 6-1,6-1 |
| ITF Belgium F8 Qual | 2016/07/30 07:00 | Ramirez, Crisanto v Kaster, Kaptan | 4-6,1-6 |
| ITF USA F1 Qual | 2016/01/02 20:30 | Kaster, Kaptan v Smith, Errol | 6-7,2-6 |
| ITF Mexico F5 | 2015/05/30 15:00 | Kandath, Matthew v Kaster, Kaptan | 6-4,4-6,6-4 |
| ITF USA F11 Qual | 2015/03/21 16:00 | Kaster, Kaptan v Nathan Ponwith | 5-7,1-6 |