Round: 62 Ground: Hardcourt outdoor
| ITF USA F25 Qual | 2016/07/23 15:00 | Jarryd Woog v Jonathan Chang | 4-6,1-6 |
| ITF USA F21 Qual | 2016/06/19 14:00 | Jarryd Woog v Paul Oosterbaan | 4-6,3-6 |
| ITF USA F17 Qual | 2016/06/05 13:00 | Rhyne Williams v Jarryd Woog | 6-2,6-3 |
| ITF USA F16 | 2016/04/30 16:00 | Jarryd Woog v Jake Van Emburgh | 4-6,6-4,6-7 |
| ITF USA F13 Qual | 2016/04/10 16:30 | Jarryd Woog v Jakob Sude | 3-6,5-7 |
| ITF USA F13 Qual | 2016/04/09 19:00 | Jarryd Woog v Mark Mierloi | 6-1,6-4 |
| ITF USA F12 Qual | 2016/04/03 13:00 | Denis Shapovalov v Jarryd Woog | 6-4,6-4 |
| ATP Memphis | 2016/02/06 20:15 | Bjorn Fratangelo v Jarryd Woog | 6-2,6-2 |
| ITF USA F26 Qual | 2016/07/31 16:00 | Brandon Donaldson v Tom Fawcett | 2-6,1-6 |
| ITF USA F26 Qual | 2016/07/30 15:30 | Brandon Donaldson v Drew Van Orderlain | 6-2,6-3 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Mico Santiago v Brandon Donaldson | 6-2,6-2 |
| ITF USA F24 Qual | 2016/07/16 15:30 | Brandon Donaldson v Eric Morris | 3-6,2-6 |
| ITF USA F18 | 2016/06/11 16:30 | Dominik Koepfer v Brandon Donaldson | 6-2,6-2 |
| ITF Canada F2 Qual | 2016/03/07 15:50 | Filip Peliwo v Brandon Donaldson | 6-1,6-2 |
| ITF Canada F2 Qual | 2016/03/06 13:00 | Brandon Donaldson v Nazar Achour | 2-6,7-5,6-0 |
| ITF USA F7 Qual | 2016/02/13 18:00 | Brandon Donaldson v Lourenco Gasperini | 3-6,4-6 |