Round: 45 Ground: Clay
| Challenger Savannah Qual | 2016/04/16 16:00 | Andrew Carter v Rubin Statham | 3-6,5-7 |
| ITF USA F12 Qual | 2016/04/03 14:30 | Andrew Carter v William Genesen | 6-7,6-1,6-7 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Andrew Carter v Victor Krustev | 3-6,6-3,7-5 |
| ITF USA F7 Qual | 2016/02/14 17:00 | Wil Spencer v Andrew Carter | 6-1,6-2 |
| ITF USA F7 Qual | 2016/02/13 17:00 | Renato Lima v Andrew Carter | 2-6,2-6 |
| ITF USA F6 | 2016/02/04 14:00 | Andrew Carter v Juan Carlos Saez | 4-6,4-6 |
| ITF USA F6 | 2016/02/03 16:15 | Vasil Kirkov v Andrew Carter | 3-6,2-6 |
| ITF USA F6 | 2016/01/30 18:00 | Sebastian Korda v Andrew Carter | 2-6,2-6 |
| Challenger Savannah Qual | 2016/04/18 15:00 | Ryan Haviland v Roman Safiullin | 6-4,2-6,2-6 |
| Challenger Savannah Qual | 2016/04/17 18:50 | Connor Smith v Ryan Haviland | 4-6,6-4,3-6 |
| ITF USA F12 | 2016/04/09 16:00 | Ryan Haviland v Tennys Sandgren | 2-6,2-6 |
| ITF USA F12 | 2016/04/08 17:35 | Jan Choinski v Ryan Haviland | 1-6,2-6 |
| ITF USA F12 | 2016/04/07 16:05 | Ryan Haviland v Nicolas Meister | 6-4,6-4 |
| ITF USA F12 | 2016/04/05 14:00 | Nick Chappell v Ryan Haviland | 3-6,4-6 |
| Challenger Dallas Qual | 2016/01/31 17:35 | Alex Rybakov v Ryan Haviland | 3-6,6-7 |
| Challenger Dallas Qual | 2016/01/30 16:00 | Ryan Haviland v Stefan Kozlov | 6-4,1-6,6-2 |