| Challenger Perugia | 2016/06/13 11:30 | Yannick Maden v Nicolas Barrientos | 6-2,6-1 |
| Challenger Perugia Qual | 2016/06/12 08:30 | Marco Bortolotti v Yannick Maden | 4-6,3-6 |
| Challenger Perugia Qual | 2016/06/11 11:05 | Liam Caruana v Yannick Maden | 2-6,4-6 |
| ITF Italy F11 | 2016/05/20 15:00 | Gianluca Di Nicola v Yannick Maden | 0-6,6-4,6-2 |
| ITF Italy F11 | 2016/05/19 08:00 | Cristian Rodriguez v Yannick Maden | 6-4,3-6,4-6 |
| Challenger Heilbronn | 2016/05/12 11:35 | Yannik Reuter v Yannick Maden | 6-3,6-4 |
| Challenger Heilbronn | 2016/05/10 09:00 | Go Soeda v Yannick Maden | 4-6,5-7 |
| ITF Italy F8 | 2016/04/30 08:00 | Francisco Bahamonde v Yannick Maden | 6-3,3-6,0-6 |
| Challenger Perugia | 2016/06/13 10:05 | Blaz Rola v Santiago Giraldo | 6-3,3-6,6-3 |
| French Open Qual | 2016/05/16 08:00 | Kimmer Coppejans v Blaz Rola | 6-4,6-2 |
| Challenger Heilbronn | 2016/05/12 12:30 | Nikoloz Basilashvili v Blaz Rola | 6-7,6-3,7-6 |
| Challenger Heilbronn | 2016/05/10 15:25 | Peter Torebko v Blaz Rola | 6-3,2-6,3-6 |
| Challenger Rome | 2016/05/05 11:30 | Blaz Rola v Kyle Edmund | 4-6,6-3,0-6 |
| Challenger Rome | 2016/05/04 10:30 | Kenny de Schepper v Blaz Rola | 1-6,0-6 |
| Challenger Rome | 2016/05/03 11:00 | Luke Saville v Blaz Rola | 2-6,1-6 |
| Challenger Ostrava | 2016/04/25 14:50 | Pedro Cachin v Blaz Rola | 6-4,6-4 |