| ITF Canada F2 Qual | 2016/03/07 15:40 | Damon Gooch v Robert Galloway | 6-7,6-1,6-2 |
| ITF USA F37 | 2016/11/16 16:00 | Jack Mingjie Lin v Robert Galloway | 7-5,6-4 |
| ITF USA F37 | 2016/11/14 16:00 | Dane Webb v Robert Galloway | 6-7,6-4,6-7 |
| ITF USA F37 | 2016/11/13 17:00 | Robert Galloway v Gal Hakak | 1-6,6-2,6-1 |
| ITF USA F37 | 2016/11/11 16:00 | Malcolm Harrison v Robert Galloway | 4-6,4-6 |
| ITF USA F36 | 2016/11/05 17:30 | Dejon Bivens v Robert Galloway | 7-6,6-2 |
| ITF USA F35 | 2016/10/28 21:00 | Sergey Belov v Robert Galloway | 6-4,6-7,6-4 |
| ITF USA F30 | 2016/09/24 19:00 | Robert Galloway v Cristobal Rivera | 7-5,6-7,5-7 |
| ITF USA F29 | 2016/09/17 18:00 | Robert Galloway v Sem Verbeek | 3-6,1-6 |
| Challenger Columbus 2 Qual | 2016/11/21 15:00 | Damon Gooch v Strong Kirchheimer | 1-6,6-2,4-6 |
| Challenger Columbus 2 Qual | 2016/11/20 15:00 | Evan King v Damon Gooch | 4-6,4-6 |
| Challenger Columbus 2 Qual | 2016/11/19 16:40 | Damon Gooch v Roy Smith | 6-1,6-2 |
| 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 |