Round: 25 Ground: Hardcourt outdoor
| ITF USA F28 | 2016/09/12 17:00 | Hendrik Jebens v Marcelo Tebet | 7-5,6-3 |
| ITF USA F28 | 2016/09/10 16:00 | Hendrik Jebens v Jakob Amilon | 6-3,6-4 |
| ITF Germany F11 | 2016/08/14 12:00 | Hendrik Jebens v Marvin Rehberg | 6-2,3-6,3-6 |
| Challenger Segovia Qual | 2016/07/24 11:30 | Daniel Cox v Hendrik Jebens | 6-4,6-7,6-3 |
| Challenger Segovia Qual | 2016/07/23 12:00 | Saul V. Vicente v Hendrik Jebens | 4-6,1-6 |
| Challenger Recanati Qual | 2016/07/16 09:30 | Hendrik Jebens v Jesse Witten | 6-7,1-6 |
| ITF Germany F6 | 2016/07/04 10:00 | Hendrik Jebens v Johann Willems | 6-7,6-7 |
| ITF Germany F6 | 2016/07/03 12:00 | Hendrik Jebens v Chris Conrardy | 6-3,6-4 |
| Challenger Aptos | 2016/08/09 00:00 | Erik Crepaldi v Alexios Halebian | 7-5,7-5 |
| Challenger Aptos Qual | 2016/08/08 00:10 | Eric Quigley v Alexios Halebian | 6-4,7-6 |
| Challenger Aptos Qual | 2016/08/06 21:20 | William Griffith v Alexios Halebian | 2-6,6-7 |
| ITF Canada F5 | 2016/07/08 17:00 | Alexios Halebian v Edan Leshem | 3-6,1-6 |
| ITF Canada F5 | 2016/07/07 20:00 | Alexios Halebian v Kevin Kylar | 6-4,6-1 |
| ITF Canada F5 | 2016/07/05 17:30 | Alexios Halebian v Sid Donarski | 6-4,6-3 |
| ITF Canada F4 | 2016/07/01 23:45 | Alexios Halebian v Peter Polansky | 3-6,1-6 |
| ITF Canada F4 | 2016/06/30 17:00 | Edan Leshem v Alexios Halebian | 1-6,6-3,4-6 |