Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Cancún | 2019/12/01 19:00 | Pedro Gabriel Rodrigues v Daniel O'Neill | 6-2,6-4 |
| ITF - M15 Cancún | 2019/11/17 15:00 | Joshua Ortlip v Pedro Gabriel Rodrigues | 6-3,6-0 |
| ITF - M15 Cancún | 2019/11/10 14:00 | Pedro Gabriel Rodrigues v Moerani Bouzige | 4-6,5-7 |
| ITF - M15 São Paulo | 2019/10/15 15:30 | Joao Hinsching v Pedro Gabriel Rodrigues | 7-5,6-4 |
| ITF - M25 Rio de Janeiro | 2019/10/08 14:00 | Pedro Gabriel Rodrigues v Pedro Iamachkine | 1-6,2-6 |
| ITF - M25 Rio de Janeiro | 2019/10/07 14:00 | Daniil Zarichanskiy v Pedro Gabriel Rodrigues | 4-6,1-6 |
| ITF - M15 Santiago | 2019/10/02 11:00 | Esteban Bruna v Pedro Gabriel Rodrigues | 6-3,4-6,10-3 |
| ITF - M15 Buenos Aires | 2019/09/15 17:00 | Pedro Gabriel Rodrigues v Enrique Bogo | 3-6,4-6 |
| ITF - M15 Cancún | 2019/12/01 19:00 | Oscar Matias Leiva Biason v Jordan Benjamin | 3-6,1-6 |
| ITF - M15 Monastir | 2019/11/13 15:45 | Jordan Benjamin v Louis Tessa | 4-6,5-7 |
| ITF - M15 Monastir | 2019/11/06 10:50 | Jordan Benjamin v Max Andrews | 3-6,2-6 |
| 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 |