Round: 25 Ground: Clay
| ITF USA F20 Qual | 2016/06/20 17:00 | Pavel Krainik v Andrew Watson | 6-0,6-4 |
| ITF USA F20 Qual | 2016/06/19 17:00 | Daniel Grunberger v Andrew Watson | 2-6,1-6 |
| ITF USA F20 Qual | 2016/06/18 19:30 | Oscar Janglin v Andrew Watson | 4-6,3-6 |
| ITF USA F19 | 2016/06/16 15:00 | Winston Lin v Andrew Watson | 6-2,6-4 |
| ITF USA F19 | 2016/06/15 15:00 | Andrew Watson v Patrick Daciek | 6-4,6-2 |
| ITF USA F19 Qual | 2016/06/13 15:00 | Andrew Watson v Christian Langmo | 6-3,6-3 |
| ITF USA F19 Qual | 2016/06/12 17:30 | Andrew Watson v Oscar Janglin | 6-3,6-2 |
| ITF USA F13 | 2016/04/13 18:00 | Evan King v Andrew Watson | 6-3,7-6 |
| ITF Mozambique F1 | 2016/06/07 11:30 | Matias Franco Descotte v Warren Kuhn | 2-6,6-4,6-3 |
| ITF Mozambique F1 | 2016/06/05 08:00 | Warren Kuhn v Sajid Ur Rahman | 6-3,6-1 |
| ITF South Africa F2 | 2014/06/03 10:45 | Stefano Napolitano v Warren Kuhn | 6-2,6-2 |