Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| Challenger Knoxville Qual | 2016/11/08 17:05 | Eric Quigley v Daniel Cox | 3-6,3-6 |
| Challenger Knoxville Qual | 2016/11/07 19:15 | Eric Quigley v Joe Salisbury | 6-2,7-6 |
| Challenger Charlottesville Qual | 2016/10/30 14:00 | Eric Quigley v Aron Hiltzik | 5-7,6-2,5-7 |
| Challenger Fairfield Qual | 2016/10/09 17:00 | Kevin Krawietz v Eric Quigley | 6-4,3-6,6-3 |
| Challenger Fairfield Qual | 2016/10/08 19:00 | John Lamble v Eric Quigley | 3-6,1-6 |
| Challenger Stockton Qual | 2016/10/02 18:20 | Eric Quigley v Dennis Nevolo | 2-6,4-6 |
| Challenger Stockton Qual | 2016/10/01 21:00 | James McGee v Eric Quigley | 2-6,1-6 |
| Challenger - Columbus | 2016/09/20 20:45 | Benjamin Becker v Eric Quigley | 7-5,6-4 |
| Challenger - Knoxville | 2016/11/09 18:05 | Brian Baker v Austin Krajicek | 6-4,2-6,6-7 |
| Challenger - Charlottesville | 2016/11/03 16:00 | Tim Smyczek v Brian Baker | 7-5,6-4 |
| Challenger - Charlottesville | 2016/11/01 14:00 | Brian Baker v Tim Van Rijthoven | 6-4,6-2 |
| Challenger - Fairfield | 2016/10/13 19:00 | Brian Baker v Santiago Giraldo | 4-6,7-5,4-6 |
| Challenger - Fairfield | 2016/10/11 23:00 | Mackenzie McDonald v Brian Baker | 3-6,4-6 |
| Challenger Stockton | 2016/10/05 18:40 | Denis Kudla v Brian Baker | 5-7,6-4,7-5 |
| Challenger Stockton | 2016/10/03 23:15 | Peter Polansky v Brian Baker | 6-7,6-3,5-7 |
| Challenger - Tiburon | 2016/09/29 18:00 | Brian Baker v Dennis Novikov | 4-6,6-3,1-6 |