Stadium: COURT 3 Round: 46 Ground: Hardcourt indoor
| Challenger Las Vegas | 2016/10/18 19:40 | Lloyd Glasspool v Sam Groth | 5-7,3-6 |
| 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 Knoxville Qual | 2016/11/06 17:50 | Jared Hiltzik v Jack Schipanski | 6-3,6-1 |
| Challenger Charlottesville Qual | 2016/10/29 21:30 | Jared Hiltzik v Takanyi Garanganga | 4-6,6-4,3-6 |
| ITF USA F32 | 2016/10/21 15:00 | Dominik Koepfer v Jared Hiltzik | 6-2,3-6,6-1 |
| ITF USA F32 | 2016/10/20 15:00 | Nick Chappell v Jared Hiltzik | 7-5,2-6,2-6 |
| ITF USA F32 | 2016/10/19 15:00 | Jared Hiltzik v Evan King | 6-4,6-0 |
| ITF USA F31 | 2016/10/13 15:00 | Jared Hiltzik v Sebastian Fanselow | 2-6,1-6 |
| ITF USA F31 | 2016/10/12 17:05 | Jared Hiltzik v Robbie Mudge | 7-6,6-3 |
| Challenger Columbus | 2016/09/21 14:00 | Sam Groth v Jared Hiltzik | 6-3,7-6 |