Stadium: COURT 7 Round: 54 Ground: Hardcourt outdoor
| Challenger Las Vegas Qual | 2016/10/16 20:55 | Lloyd Glasspool v Ruan Roelofse | 7-6,6-4 |
| Challenger Fairfield Qual | 2016/10/10 17:00 | Lloyd Glasspool v Brydan Klein | 4-6,3-6 |
| Challenger Fairfield Qual | 2016/10/09 18:20 | Lloyd Glasspool v Erik Crepaldi | 6-2,6-3 |
| Challenger Fairfield Qual | 2016/10/08 17:00 | Lloyd Glasspool v Hendrik Jebens | 6-3,6-7,7-6 |
| Challenger Tiburon | 2016/09/27 19:35 | Joris De Loore v Lloyd Glasspool | 6-2,7-6 |
| Challenger Tiburon Qual | 2016/09/26 17:00 | Dennis Nevolo v Lloyd Glasspool | 3-6,6-4,6-7 |
| 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 Las Vegas Qual | 2016/10/16 21:00 | Greg Jones v Erik Crepaldi | 6-0,6-7,7-5 |
| Challenger Las Vegas Qual | 2016/10/15 20:55 | Greg Jones v Alexios Halebian | 2-6,7-6,6-3 |
| Challenger Fairfield Qual | 2016/10/09 19:05 | Hans Podlipnik-Castillo v Greg Jones | 6-4,3-6,6-3 |
| Challenger Fairfield Qual | 2016/10/08 21:30 | Connor Farren v Greg Jones | 6-7,3-6 |
| Challenger Stockton Qual | 2016/10/02 18:20 | Greg Jones v Emilio Gomez | 3-6,3-6 |
| Challenger Tiburon Qual | 2016/09/25 19:55 | Greg Jones v Dennis Nevolo | 6-7,1-6 |
| Challenger Tiburon Qual | 2016/09/24 18:40 | Lorenzo Sonego v Greg Jones | 2-6,7-6,4-6 |
| Challenger Granby Qual | 2016/07/31 16:30 | Greg Jones v Erik Crepaldi | 6-2,4-6,5-7 |