Round: 29 Ground: Hardcourt outdoor
| Challenger Charlottesville Qual | 2016/10/29 21:30 | Jared Hiltzik v Takanyi Garanganga | 4-6,6-4,3-6 |
| ITF USA F18 | 2016/06/14 13:00 | Jared Hiltzik v Takanyi Garanganga | 6-1,6-3 |
| Challenger Champaign | 2016/11/16 23:00 | Jared Hiltzik v Henri Laaksonen | 6-1,1-6,5-7 |
| Challenger Champaign | 2016/11/15 00:00 | Yuki Bhambri v Jared Hiltzik | 3-6,1-6 |
| Challenger Knoxville | 2016/11/10 00:45 | Tennys Sandgren v Jared Hiltzik | 6-4,6-3 |
| Challenger Knoxville Qual | 2016/11/08 15:00 | Jared Hiltzik v Timo Stodder | 6-3,6-4 |
| Challenger Knoxville Qual | 2016/11/07 16:40 | Lloyd Glasspool v Jared Hiltzik | 4-6,3-6 |
| Challenger Knoxville Qual | 2016/11/06 17:50 | Jared Hiltzik v Jack Schipanski | 6-3,6-1 |
| Challenger Charlottesville Qual | 2016/10/29 21:30 | Jared Hiltzik v Takanyi Garanganga | 4-6,6-4,3-6 |
| ITF USA F32 | 2016/10/21 15:00 | Dominik Koepfer v Jared Hiltzik | 6-2,3-6,6-1 |
| ITF Finland F4 | 2016/11/16 23:00 | Vladimir Ivanov v Takanyi Garanganga | 6-3,6-4 |
| ITF Finland F4 | 2016/11/15 23:00 | Patrik Rosenholm v Takanyi Garanganga | 3-6,2-6 |
| ITF Finland F4 | 2016/11/13 23:00 | Hermanni Tiainen v Takanyi Garanganga | 4-6,0-6 |
| Challenger Charlottesville Qual | 2016/10/31 16:10 | Thai-Son Kwiatkowski v Takanyi Garanganga | 6-4,6-3 |
| Challenger Charlottesville Qual | 2016/10/30 19:00 | Dragos Constantin Ignat v Takanyi Garanganga | 4-6,2-6 |
| Challenger Charlottesville Qual | 2016/10/29 21:30 | Jared Hiltzik v Takanyi Garanganga | 4-6,6-4,3-6 |
| ITF USA F31 | 2016/10/13 17:20 | Takanyi Garanganga v Aron Hiltzik | 2-6,5-7 |
| ITF USA F31 | 2016/10/12 19:25 | Takanyi Garanganga v Gerardo L Villasenor | 6-3,6-4 |