Round: 25 Ground: Clay
| Challenger Biella Qual | 2016/07/24 10:40 | Bossel, Adrien v Yann Marti | 1-6,5-7 |
| Challenger Biella Qual | 2016/07/23 10:30 | Bossel, Adrien v Capello, Ettore | 6-4,6-2 |
| ATP Newport Qual | 2016/07/10 18:00 | Barton, Matthew v Bossel, Adrien | 7-6,6-3 |
| ITF Qatar F2 | 2016/04/11 22:00 | Kossler, Bernd v Bossel, Adrien | 6-2,6-4 |
| Qatar F1, Singles | 2016/04/08 22:00 | Evgeny Karlovskiy v Bossel, Adrien | 7-6,6-3 |
| Qatar F1, Singles | 2016/04/07 22:00 | Bossel, Adrien v Benjamin Bonzi | 7-6,6-3 |
| Qatar F1, Singles | 2016/04/06 22:00 | Kossler, Bernd v Bossel, Adrien | 1-6,6-7 |
| Qatar F1, Singles | 2016/04/05 22:00 | Semjan, Marek v Bossel, Adrien | 3-6,2-6 |
| ITF Switzerland F3 | 2016/08/18 13:20 | Simon, Tobias v Maiga, Riccardo | 6-3,3-6,6-4 |
| ITF Switzerland F3 | 2016/08/17 09:30 | Maiga, Riccardo v Giraldi Requena, Marcos | 2-6,6-3,6-4 |
| ITF Switzerland F3 | 2016/08/15 09:00 | Ruppli, Andrew v Maiga, Riccardo | 3-6,0-6 |
| ITF Switzerland F3 Qual | 2016/08/14 08:00 | Perret, Loic v Maiga, Riccardo | 1-6,6-0,3-6 |
| ITF Switzerland F3 Qual | 2016/08/13 09:00 | Giacomelli, Luca v Maiga, Riccardo | 5-7,5-7 |
| ITF Latvia F1 | 2016/08/04 10:00 | Maiga, Riccardo v Libietis, Mikelis | 4-6,4-6 |
| ITF Latvia F1 | 2016/08/03 08:30 | Khomentovskiy, Matvey v Maiga, Riccardo | 5-7,0-6 |
| ITF Latvia F1 | 2016/08/02 10:05 | Gruber, Fabian v Maiga, Riccardo | 6-7,0-6 |