Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| Challenger Columbus 2 Qual | 2016/11/21 15:00 | Damon Gooch v Strong Kirchheimer | 1-6,6-2,4-6 |
| Challenger Columbus 2 Qual | 2016/11/20 15:00 | Strong Kirchheimer v Farris Fathi Gosea | 2-6,6-4,6-1 |
| Challenger Columbus 2 Qual | 2016/11/19 15:00 | Strong Kirchheimer v Matthew Mendez | 6-3,6-4 |
| Challenger Columbus Qual | 2016/09/17 18:10 | Strong Kirchheimer v Skander Mansouri | 6-7,6-7 |
| Challenger Cary Qual | 2016/09/12 16:00 | Erik Crepaldi v Strong Kirchheimer | 6-4,3-6,6-4 |
| Challenger Cary Qual | 2016/09/11 14:00 | Skander Mansouri v Strong Kirchheimer | 7-6,4-6,2-6 |
| Challenger Cary Qual | 2016/09/10 14:00 | Strong Kirchheimer v Luke Bambridge | 7-6,6-3 |
| ITF Canada F7 | 2016/09/06 19:05 | Strong Kirchheimer v Rubin Statham | 1-6,3-6 |
| Challenger Champaign | 2016/11/15 16:00 | Sam Barry v Marcos Giron | 3-6,4-6 |
| Challenger Knoxville | 2016/11/08 19:40 | Stefan Kozlov v Sam Barry | 6-4,7-5 |
| Challenger Charlottesville | 2016/11/02 16:00 | Sam Barry v Ruben Bemelmans | 1-6,2-6 |
| ITF USA F34 | 2016/10/30 19:00 | Ruben Bemelmans v Sam Barry | 6-1,6-2 |
| ITF USA F34 | 2016/10/29 20:30 | Mico Santiago v Sam Barry | 6-2,6-7,2-6 |
| ITF USA F34 | 2016/10/28 17:00 | Rubin Statham v Sam Barry | 4-6,6-4,4-6 |
| ITF USA F34 | 2016/10/27 20:05 | Michael Zhu v Sam Barry | 3-6,6-4,5-7 |
| ITF USA F34 | 2016/10/26 19:00 | Johan Jonhagen v Sam Barry | 6-4,3-6,4-6 |