Round: 26 Ground: Clay
| ITF Finland F3 | 2016/08/15 22:00 | Delf Gohlke v Herkko Pollanen | 4-6,3-6 |
| ITF Finland F3 Qual | 2016/08/13 22:00 | Delf Gohlke v Herkko Pollanen | 3-6,1-6 |
| ITF Finland F3 Qual | 2016/08/12 22:00 | Leevi Saatela v Herkko Pollanen | 3-6,1-6 |
| ITF Finland F2 Qual | 2016/08/06 10:00 | Herkko Pollanen v Max Wennakoski | 4-6,7-5,2-6 |
| ITF Finland F1 | 2016/08/03 10:50 | Thai-Son Kwiatkowski v Herkko Pollanen | 6-3,6-2 |
| ITF Finland F1 | 2016/08/02 09:40 | Manuel Barros v Herkko Pollanen | 2-6,1-6 |
| ITF Estonia F1 | 2016/07/26 22:00 | Nicolas Alberto Arreche v Herkko Pollanen | 1-6,6-1,6-1 |
| ITF Estonia F1 | 2016/07/24 22:00 | Herkko Pollanen v Yan Sabanin | 6-2,7-5 |
| ITF Finland F3 | 2016/08/15 22:00 | Esteban Bruna v George Von Massow | 2-6,3-6 |
| ITF Finland F2 | 2016/08/09 14:40 | George Von Massow v Patrik Rosenholm | 4-6,6-7 |
| ITF Germany F8 | 2016/07/22 10:00 | Jose Hernandez-Fernandez v George Von Massow | 7-6,4-6,6-3 |
| ITF Germany F8 | 2016/07/21 10:50 | George Von Massow v Leon Schutt | 6-1,3-6,6-3 |
| ITF Germany F8 | 2016/07/19 10:00 | Thales Turini v George Von Massow | 3-6,4-6 |
| ITF Germany F8 Qual | 2016/07/18 10:00 | George Von Massow v Karlo Cubelic | 6-1,6-4 |
| ITF Germany F8 Qual | 2016/07/17 12:00 | George Von Massow v Phillip Schellhorn | 6-1,7-5 |
| ITF Germany F7 | 2016/07/12 09:00 | Maximilian Marterer v George Von Massow | 6-3,6-2 |