Round: 60 Ground: Clay
| ITF USA F4 | 2016/01/17 17:30 | Trent Bryde v Hunter Callahan | 7-6,7-6 |
| ITF Greece F11 | 2015/11/14 10:00 | Hunter Callahan v Tim Van Rijthoven | 7-6,4-6,1-6 |
| ITF Greece F11 | 2015/11/13 08:30 | Hunter Callahan v Stefanos Tsitsipas | 6-7,6-4,6-4 |
| ITF Greece F11 | 2015/11/12 08:30 | Alexander Lazov v Hunter Callahan | 6-7,6-7 |
| ITF Greece F10 Qual | 2015/11/01 11:00 | Matvey Khomentovskiy v Hunter Callahan | 4-6,7-5,6-3 |
| ITF Greece F9 Qual | 2015/10/24 09:00 | Stephanos Schinas v Hunter Callahan | 4-6,7-5,6-3 |
| Challenger Columbus Qual | 2015/09/20 15:20 | Peter Kobelt v Hunter Callahan | 6-4,6-1 |
| ITF Canada F9 Qual | 2015/09/15 14:00 | Filip Peliwo v Hunter Callahan | 6-4,6-2 |
| ITF USA F4 | 2016/01/15 13:30 | Jack Oswald v Rudy Richter | 4-6,1-6 |
| ITF Indonesia F5 | 2015/12/12 09:30 | Bogdan Didenko v Jack Oswald | 6-2,6-4 |
| ITF Tunisia F33 | 2015/11/22 12:00 | Jack Oswald v Alexey Prokopchuk | 1-6,2-6 |
| ITF Tunisia F31 | 2015/11/07 09:00 | Jack Oswald v James Allemby | 4-6,0-6 |
| ITF Zimbabwe F1 Qual | 2015/06/14 09:00 | Agustin Moyano v Jack Oswald | 6-3,4-6,6-3 |
| ITF Mozambique F1 | 2015/05/31 08:00 | Tomas Gerini v Jack Oswald | 6-0,6-3 |
| ITF Egypt F33 | 2015/04/19 10:00 | Nino Portales v Jack Oswald | 6-1,6-1 |
| ITF Egypt F33 | 2015/04/12 10:30 | Flemming Peters v Jack Oswald | 4-6,6-1,7-5 |