Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Columbus 2 | 2016/11/22 20:00 | Tucker Vorster v Peter Kobelt | 4-6,5-7 |
| Challenger Champaign Qual | 2016/11/14 17:10 | Tucker Vorster v Daniel Cox | 0-6,5-7 |
| Challenger Champaign Qual | 2016/11/13 17:50 | Tucker Vorster v Gui Gomes | 6-2,6-1 |
| Challenger Knoxville Qual | 2016/11/07 17:35 | Tim Van Rijthoven v Tucker Vorster | 6-4,7-6 |
| Challenger Charlottesville Qual | 2016/10/30 14:00 | Petros Chrysochos v Tucker Vorster | 6-2,1-6,6-3 |
| Challenger Charlottesville Qual | 2016/10/29 17:40 | Alan Gadjiev v Tucker Vorster | 4-6,7-6,3-6 |
| Challenger Las Vegas | 2016/10/18 18:40 | Tucker Vorster v Peter Polansky | 4-6,6-7 |
| Challenger Las Vegas Qual | 2016/10/16 18:00 | Patrick Kawka v Tucker Vorster | 3-6,7-6,4-6 |
| ITF Turkey F28 | 2017/08/02 07:30 | Muhammet Haylaz v Milen Ianakiev | 6-3,6-7,7-6 |
| ITF Turkey F28 | 2017/07/31 08:00 | Kento Tagashira v Milen Ianakiev | 3-6,6-7 |
| ITF Turkey F27 | 2017/07/24 11:00 | Greg Polmans v Milen Ianakiev | 6-2,2-6,7-6 |
| ITF Turkey F27 | 2017/07/23 07:00 | Milen Ianakiev v Umut Akkoyun | 6-2,6-4 |
| ITF Turkey F27 | 2017/07/22 07:00 | Yusei Fukuoka v Milen Ianakiev | 2-6,1-6 |
| ITF USA F30 | 2016/09/23 20:00 | Milen Ianakiev v Jordan Parker | 4-6,6-4,1-6 |
| ITF USA F29 | 2016/09/17 00:30 | Patrick Kawka v Milen Ianakiev | 6-2,6-3 |
| ITF USA F28 | 2016/09/09 23:00 | Alexander Cozbinov v Milen Ianakiev | 6-2,6-3 |