Round: 27 Ground: Hardcourt outdoor
| ITF USA F2 | 2016/01/14 18:00 | Sarmiento, Raymond v Quigley, Eric | 4-6,6-4,4-6 |
| Challenger Aptos | 2016/08/10 18:00 | Ernesto Escobedo v Sarmiento, Raymond | 2-6,2-6 |
| Challenger Aptos | 2016/08/08 19:00 | Sarmiento, Raymond v Glasspool, Lloyd | 6-3,6-2 |
| Aptos, USA, Qualifications | 2016/08/07 18:30 | Sarmiento, Raymond v Roelofse, Ruan | 6-3,6-2 |
| Aptos, USA, Qualifications | 2016/08/06 19:35 | Sarmiento, Raymond v Saraiva, Bernardo | 6-1,6-2 |
| Challenger Granby Qual | 2016/08/01 15:00 | Sarmiento, Raymond v Corrie, Edward | 6-7,6-4,0-6 |
| Challenger Granby Qual | 2016/07/31 16:30 | Kelly, Dayne v Sarmiento, Raymond | 4-6,4-6 |
| Challenger Granby Qual | 2016/07/30 16:00 | Sarmiento, Raymond v Nicaise Muamba | 6-3,6-4 |
| ITF Canada F4 | 2016/07/03 20:00 | Sarmiento, Raymond v Polansky, Peter | 2-6,4-6 |
| Challenger Aptos | 2016/08/11 01:10 | Quigley, Eric v Mackenzie McDonald | 5-7,6-4,6-2 |
| Challenger Aptos | 2016/08/08 19:30 | Quigley, Eric v Christopher Eubanks | 6-2,6-1 |
| Aptos, USA, Qualifications | 2016/08/08 00:10 | Quigley, Eric v Halebian, Alexios | 6-4,7-6 |
| ATP Newport Qual | 2016/07/10 18:30 | Quigley, Eric v Przysiezny, Michal | 4-6,3-6 |
| ITF USA F23 | 2016/06/30 14:00 | Quigley, Eric v Hiltzik, Jared | 6-3,4-6,3-6 |
| ITF USA F23 | 2016/06/29 14:00 | Quigley, Eric v Ram-Harel, Or | 6-3,6-4 |
| ITF USA F18 | 2016/06/17 14:30 | Quigley, Eric v Darian King | 6-7,1-6 |
| ITF USA F18 | 2016/06/16 14:00 | Quigley, Eric v Opelka, Reilly | 6-3,3-6,7-5 |