Stadium: CENTER Round: 46 Ground: Hardcourt outdoor
| Challenger Szczecin | 2016/09/18 10:00 | Dustin Brown v Alessandro Giannessi | 2-6,3-6 |
| Challenger Szczecin | 2016/09/18 01:04 | Dustin Brown v Alessandro Giannessi | 2-6,3-6 |
| Challenger Szczecin | 2016/09/17 12:00 | Alessandro Giannessi v Constant Lestienne | 6-3,6-3 |
| Challenger Szczecin | 2016/09/16 14:15 | Stefano Napolitano v Alessandro Giannessi | 3-6,6-7 |
| Challenger Szczecin | 2016/09/15 13:00 | Akira Santillan v Alessandro Giannessi | 3-6,3-6 |
| Challenger Szczecin | 2016/09/13 16:05 | Alessandro Giannessi v Radu Albot | 6-3,6-4 |
| US Open 2016 | 2016/09/01 23:55 | Alessandro Giannessi v Stan Wawrinka | 1-6,6-7,5-7 |
| US Open 2016 | 2016/08/30 17:20 | Denis Kudla v Alessandro Giannessi | 6-0,4-6,1-6,6-1,0-6 |
| Challenger Tiburon Qual | 2016/09/24 23:15 | Matt Reid v Bernardo Saraiva | 6-1,6-2 |
| Challenger Aptos | 2016/08/08 18:00 | Emilio Gomez v Matt Reid | 6-3,6-4 |
| Challenger Winnipeg | 2016/07/12 19:00 | Matt Reid v Yoshihito Nishioka | 2-6,6-7 |
| ITF USA F11 | 2016/03/24 17:00 | Ernesto Escobedo v Matt Reid | 6-3,7-5 |
| ITF USA F10 | 2016/03/16 22:55 | Dennis Nevolo v Matt Reid | 6-3,6-3 |
| Challenger Launceston | 2016/02/01 23:00 | Matt Reid v Alexander Sarkissian | 7-6,4-6,3-6 |
| Challenger Traralgon | 2015/10/29 00:00 | Matthew Barton v Matt Reid | 6-1,7-6 |
| ITF USA F30 | 2015/10/15 15:00 | Pedro Scocuglia v Matt Reid | 0-6,2-6 |