Stadium: COURT 8 Round: 54
| Challenger Tallahassee Qual | 2016/04/23 14:00 | Andrew Carter v Ryan Haviland | 6-4,6-7,6-0 |
| Challenger Cary Qual | 2016/09/11 14:00 | Tucker Vorster v Ryan Haviland | 3-6,2-6 |
| Challenger Cary Qual | 2016/09/10 16:00 | Ryan Haviland v Ronnie Schneider | 7-5,6-2 |
| ITF USA F23 | 2016/07/01 16:00 | Jared Hiltzik v Ryan Haviland | 2-6,7-5,6-2 |
| ITF USA F23 | 2016/06/30 14:00 | Ryan Haviland v Nicolas Meister | 6-4,7-6 |
| ITF USA F23 | 2016/06/28 14:00 | Ryan Haviland v Majed Kilani | 7-5,3-6,6-3 |
| ITF USA F21 | 2016/06/26 14:00 | Cameron Norrie v Ryan Haviland | 6-1,6-1 |
| ITF USA F21 | 2016/06/25 14:00 | Ryan Haviland v Paul Oosterbaan | 5-7,6-2,6-3 |
| ITF USA F21 | 2016/06/24 16:10 | Ryan Haviland v Michael Mmoh | 4-6,6-4,6-4 |
| Challenger Cary Qual | 2016/09/11 14:00 | Andrew Carter v Jared Hiltzik | 7-6,3-6,7-5 |
| Challenger Cary Qual | 2016/09/10 15:50 | Andrew Carter v Dennis Uspensky | 6-2,6-4 |
| ITF Canada F7 | 2016/09/06 17:35 | Andrew Carter v Philip Bester | 3-6,2-6 |
| ITF Canada F6 | 2016/09/02 19:00 | Brayden Schnur v Andrew Carter | 7-5,6-2 |
| ITF Canada F6 | 2016/08/31 16:30 | Andrew Carter v Brandon L. Sutter | 6-4,6-2 |
| ITF Canada F6 | 2016/08/29 16:00 | Andrew Carter v Michael Zhu | 3-6,6-3,6-1 |
| ITF Brazil F4 | 2016/07/22 14:00 | Jose Pereira v Andrew Carter | 6-1,6-2 |
| ITF Brazil F4 | 2016/07/21 14:00 | Alex Blumenberg v Andrew Carter | 3-6,6-3,3-6 |