Round: 26 Ground: Hardcourt outdoor
| Challenger Tallahassee | 2015/04/28 19:30 | James McGee v Darian King | 6-2,6-4 |
| Challenger Cary | 2016/09/13 19:40 | James McGee v Evan King | 7-5,7-6 |
| Challenger Cary Qual | 2016/09/12 18:25 | James McGee v Robert Kelly | 6-1,6-1 |
| 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 Cary | 2016/09/13 16:00 | Nicolaas Scholtz v Darian King | 4-6,4-6 |
| Challenger Barranquilla | 2016/09/06 15:30 | Roberto Quiroz v Darian King | 0-6,6-3,6-2 |
| US Open Qual | 2016/08/25 19:00 | Aleksandr Nedovyesov v Darian King | 6-3,5-7,6-3 |
| US Open Qual | 2016/08/23 20:25 | Darian King v Grega Zemlja | 4-6,6-4,6-4 |
| Challenger Cali 2 | 2016/07/10 16:00 | Victor Estrella Burgos v Darian King | 7-5,4-6,5-7 |
| Challenger Cali 2 | 2016/07/09 17:35 | Jose Hernandez-Fernandez v Darian King | 6-7,3-6 |
| Challenger Cali 2 | 2016/07/08 16:30 | Darian King v Cristian Rodriguez | 6-4,5-7,6-1 |
| Challenger Cali 2 | 2016/07/07 15:45 | Darian King v Giovanni Lapentti | 7-5,6-2 |