Stadium: COURT 1 Round: 54 Ground: Hardcourt outdoor
| Challenger Tiburon Qual | 2016/09/25 19:55 | Greg Jones v Dennis Nevolo | 6-7,1-6 |
| Challenger Tiburon Qual | 2016/09/24 21:05 | Dennis Nevolo v Joe Salisbury | 3-6,6-3,6-1 |
| ITF USA F27 | 2016/08/08 17:45 | Ryan Shane v Dennis Nevolo | 7-5,6-3 |
| ITF USA F26 | 2016/08/02 17:20 | Jared Hiltzik v Dennis Nevolo | 3-6,6-2,7-6 |
| ITF USA F25 | 2016/07/27 16:30 | Connor Smith v Dennis Nevolo | 6-4,6-0 |
| ITF Canada F3 | 2016/06/23 18:35 | Alexios Halebian v Dennis Nevolo | 6-3,7-6 |
| ITF Canada F3 | 2016/06/21 18:45 | Daniel Cukierman v Dennis Nevolo | 6-7,1-6 |
| ITF USA F18 | 2016/06/16 14:00 | Emil Reinberg v Dennis Nevolo | 6-4,6-7,7-6 |
| Challenger Tiburon Qual | 2016/09/25 17:00 | Hubert Hurkacz v Lloyd Glasspool | 7-5,2-6,5-7 |
| Challenger Tiburon Qual | 2016/09/24 20:35 | Frederik Nielsen v Lloyd Glasspool | 7-5,1-6,4-6 |
| Challenger Columbus | 2016/09/21 15:00 | Hubert Hurkacz v Lloyd Glasspool | 6-4,7-5 |
| Challenger Aptos | 2016/08/08 19:00 | Raymond Sarmiento v Lloyd Glasspool | 6-3,6-2 |
| Challenger Winnipeg | 2016/07/11 23:00 | Bjorn Fratangelo v Lloyd Glasspool | 6-2,7-6 |
| Wimbledon Qual | 2016/06/20 16:35 | Lloyd Glasspool v Dennis Novikov | 2-6,5-7 |
| ITF Greece F5 | 2016/04/24 07:00 | Jonny O'Mara v Lloyd Glasspool | 3-6,6-4,6-7 |
| ITF Greece F5 | 2016/04/23 07:00 | Lloyd Glasspool v Mick Lescure | 6-3,6-3 |