Stadium: COURT 1 Round: 45 Ground: Hardcourt indoor
| Challenger Columbus Qual | 2016/09/18 19:25 | Damon Gooch v Luke Bambridge | 4-6,6-3,4-6 |
| Challenger Columbus Qual | 2016/09/17 20:30 | Alan Gadjiev v Damon Gooch | 5-7,0-6 |
| ITF Hungary F4 | 2016/09/07 08:45 | Damon Gooch v Peter Balla | 2-6,1-6 |
| ITF Austria F8 | 2016/08/28 08:00 | Damon Gooch v Petr Hajek | 4-6,5-7 |
| ITF USA F20 | 2016/06/21 18:15 | Juan Manuel Benitez Chavarriaga v Damon Gooch | 7-6,6-1 |
| ITF USA F18 | 2016/06/15 17:45 | Damon Gooch v Rubin Statham | 6-7,4-6 |
| ITF USA F17 | 2016/06/09 13:00 | Thai-Son Kwiatkowski v Damon Gooch | 6-0,6-3 |
| ITF USA F17 | 2016/06/07 15:15 | Damon Gooch v Sekou Bangoura | 2-6,6-1,6-3 |
| Challenger Charlottesville Qual | 2016/10/29 17:40 | Roy Smith v Aron Hiltzik | 4-6,2-6 |
| ITF Canada F9 Qual | 2016/09/23 15:15 | Brayden Schnur v Roy Smith | 7-5,6-3 |
| ITF Canada F9 Qual | 2016/09/22 15:30 | Roy Smith v Kaichi Uchida | 6-3,6-2 |
| ITF Canada F9 Qual | 2016/09/21 17:20 | Winston Lin v Roy Smith | 3-6,4-6 |
| ITF Canada F9 Qual | 2016/09/19 14:00 | Roy Smith v Andrew Ochotta | 6-3,6-3 |
| ITF Canada F9 Qual | 2016/09/18 16:00 | Damien Ghader v Roy Smith | 0-6,1-6 |
| ITF Canada F9 Qual | 2016/09/17 16:00 | Michel-Alexandre Fortin v Roy Smith | 4-6,2-6 |
| ITF Canada F8 Qual | 2016/09/11 13:00 | Roy Smith v Serge Becerra | 1-6,1-6 |