Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| 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 |
| ITF M15 - Monastir | 2019/11/04 08:00 | Giovanni Agostinetto v Max Andrews | 2-6,2-6 |
| ITF M15 - Monastir | 2019/11/03 08:00 | Stefan Loncar v Max Andrews | 3-6,4-6 |
| ITF M25 - Monastir | 2019/10/27 10:30 | Stefan Loncar v Max Andrews | 3-6,7-6,10-1 |
| Challenger - Barcelona | 2019/10/01 08:00 | Inigo C Huegun v Max Andrews | 6-3,6-0 |
| Challenger - Barcelona | 2019/09/30 08:05 | Bekkhan Atlangeriev v Max Andrews | 5-7,0-6 |
| ITF Romania F7 | 2016/06/18 10:30 | Mihnea L.S. Turcu v Max Andrews | 3-6,0-6 |
| ITF Portugal F11 | 2015/07/29 14:00 | Romain Barbosa v Max Andrews | 6-1,5-7,6-3 |
| ITF Portugal F10 | 2015/07/19 13:00 | Jai Corbett v Max Andrews | 6-4,6-4 |