| Challenger Cary Qual | 2016/09/11 18:15 | James McGee v Dominik Koepfer | 4-6,6-3,6-2 |
| Challenger Cary Qual | 2016/09/10 19:00 | James McGee v Georgyi Malyshev | 6-2,6-0 |
| Challenger Aptos | 2016/08/13 01:00 | Daniel Evans v James McGee | 6-3,6-4 |
| Challenger Aptos | 2016/08/10 20:00 | James McGee v Mitchell Krueger | 6-3,6-1 |
| Challenger Aptos | 2016/08/08 20:30 | Nicolas Meister v James McGee | 6-4,5-7,5-7 |
| Challenger Granby | 2016/08/05 17:00 | James McGee v Yasutaka Uchiyama | 6-7,1-6 |
| Challenger Granby | 2016/08/04 16:00 | Vincent Millot v James McGee | 6-3,1-6,4-6 |
| Challenger Granby | 2016/08/02 21:10 | James McGee v Amir Weintraub | 6-3,6-3 |
| Challenger Cary Qual | 2016/09/11 17:25 | Robert Kelly v Alexis Galarneau | 7-6,6-1 |
| Challenger Cary Qual | 2016/09/10 18:55 | Ivan Saveljic v Robert Kelly | 1-6,1-6 |