Stadium: COURT 7 Round: 25 Ground: Hardcourt outdoor
| Challenger Las Vegas Qual | 2016/10/17 17:30 | Lloyd Glasspool v Greg Jones | 6-4,7-6 |
| 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 - Monterrey | 2016/10/13 18:00 | Ernesto Escobedo v Sam Groth | 7-6,6-7,7-6 |
| Challenger - Monterrey | 2016/10/12 19:50 | Sam Groth v Marco Trungelliti | 6-3,6-3 |
| Challenger - Monterrey | 2016/10/11 18:30 | Sam Groth v Alexander Sarkissian | 7-6,7-6 |
| Challenger Stockton Qual | 2016/10/01 21:45 | Edoardo Eremin v Sam Groth | 6-7,6-3,6-4 |
| Challenger - Tiburon | 2016/09/28 22:00 | Sam Groth v Tim Smyczek | 5-7,6-7 |
| Challenger - Tiburon | 2016/09/27 20:05 | Daniel Nguyen v Sam Groth | 4-6,4-6 |
| Challenger - Columbus | 2016/09/22 16:40 | Benjamin Becker v Sam Groth | 6-3,6-2 |
| Challenger - Columbus | 2016/09/21 14:00 | Sam Groth v Jared Hiltzik | 6-3,7-6 |