Round: 54 Ground: Hardcourt outdoor
| ITF Costa Rica F1 | 2016/11/06 15:30 | Lizen, Aswin v Irizarry, Hector Neftali | 6-3,6-0 |
| ITF Costa Rica F1 | 2016/11/08 18:30 | Matias Franco Descotte v Hale, Darryl | 6-1,6-1 |
| ITF Nigeria F6 Qual | 2016/10/16 08:30 | Hale, Darryl v Christopher Anefu, Edward | 4-6,3-6 |
| Nigeria F5, Singles | 2016/10/08 11:40 | Hale, Darryl v Atseye, Henry | 3-6,2-6 |
| ITF Canada F6 | 2016/08/27 16:00 | Stefan Frljanic v Hale, Darryl | 4-6,6-3,6-2 |
| ITF USA F27 Qual | 2016/08/06 13:30 | Mateas, Catalin v Hale, Darryl | 6-1,6-1 |
| ITF USA F23 Qual | 2016/06/26 13:30 | Hale, Darryl v Reinberg, Emil | 6-2,0-6,2-6 |