Stadium: Court 9 Round: 44 Ground: Hardcourt outdoor
| Challenger Montevideo | 2018/11/03 17:30 | Emiliano Troche v Ulises Blanch | 4-6,2-6 |
| Challenger Montevideo Qual | 2017/11/04 17:20 | Jose Pereira v Emiliano Troche | 6-0,6-1 |
| ITF M25 Memphis | 2019/08/12 15:00 | Joshua Peck v Jordan Benjamin | 6-1,6-3 |
| ITF M15 Pittsburgh | 2019/07/02 14:00 | Jordan Benjamin v Quinn Vandecasteele | 2-6,3-6 |
| ITF M15 Pittsburgh | 2019/07/01 14:00 | Daniel Fainblum v Jordan Benjamin | 4-6,4-6 |
| ITF M15 Rochester | 2019/06/25 21:30 | George Goldhoff v Jordan Benjamin | 6-1,6-2 |
| ITF M15 Rochester | 2019/06/24 17:00 | Jordan Benjamin v McClain Kessler | 1-6,6-3,10-7 |
| ITF USA F18 | 2018/06/25 14:00 | Grey Hamilton v Jordan Benjamin | 6-1,6-4 |
| ITF USA F16 | 2018/06/16 17:00 | Jordan Benjamin v Sid Donarski | 6-7,6-7 |
| ITF USA F20 | 2017/06/18 16:00 | Jordan Benjamin v Yates Johnson | 2-6,2-6 |