Round: 46 Ground: Clay
| Challenger Savannah | 2016/04/21 22:05 | Frances Tiafoe v Tomas Lipovsek Puches | 6-4,6-4 |
| Challenger Savannah | 2016/04/19 15:00 | James McGee v Tomas Lipovsek Puches | 5-7,3-6 |
| Challenger Savannah Qual | 2016/04/18 16:55 | Tomas Lipovsek Puches v Deiton Baughman | 6-2,5-7,6-4 |
| Challenger Savannah Qual | 2016/04/17 15:00 | Tomas Lipovsek Puches v Rubin Statham | 6-4,1-6,6-2 |
| Challenger Sarasota | 2016/04/15 15:00 | Bjorn Fratangelo v Tomas Lipovsek Puches | 6-4,6-1 |
| Challenger Sarasota | 2016/04/14 15:00 | Tomas Lipovsek Puches v Guido Andreozzi | 7-6,1-6,6-2 |
| Challenger Sarasota | 2016/04/12 15:00 | Peter Nagy v Tomas Lipovsek Puches | 6-3,2-6,3-6 |
| Challenger Sarasota Qual | 2016/04/10 18:10 | Deiton Baughman v Tomas Lipovsek Puches | 2-6,2-6 |
| Challenger Tallahassee Qual | 2016/04/23 14:00 | Andrew Carter v Ryan Haviland | 6-4,6-7,6-0 |
| 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 |