Stadium: Cener Court Round: 1
| ITF M15 Cancun | 2019/08/02 15:30 | Joshua Ortlip v Gage Brymer | 7-5,6-2 |
| Challenger Indian Wells | 2020/03/03 21:20 | Roberto Marcora v Gage Brymer | 6-4,6-3 |
| Challenger Indian Wells | 2020/03/02 18:00 | Gage Brymer v Hunter Reese | 6-4,6-2 |
| Challenger Calgary | 2020/02/26 19:30 | Liam Broady v Gage Brymer | 6-1,7-5 |
| Challenger Calgary | 2020/02/25 21:30 | Gage Brymer v Gabriel Diallo | 6-2,7-6 |
| ITF M15 Cancun | 2020/02/23 14:00 | Gage Brymer v Gabriel Petit | 6-1,6-4 |
| ITF M15 Cancun | 2020/02/22 14:30 | Gage Brymer v Igor Marcondes | 7-6,6-3 |
| ITF M15 Cancun | 2020/02/21 15:35 | Gage Brymer v Austin Rapp | 6-2,6-3 |
| ITF M15 Cancun | 2020/02/20 18:55 | Gage Brymer v Jesse Flores | 6-3,6-4 |
| ITF M15 Cancun | 2020/02/18 16:20 | Jesse Flores v Joshua Ortlip | 6-3,6-3 |
| ITF M15 Cancun | 2020/02/14 14:00 | Justin Roberts v Joshua Ortlip | 6-2,7-6 |
| ITF M15 Cancun | 2020/02/13 16:10 | Joshua Ortlip v Mauricio Echazu | 6-2,2-6,6-3 |
| ITF M15 Cancun | 2020/02/11 15:20 | Austin Ansari v Joshua Ortlip | 3-6,4-6 |
| ITF M15 Cancun | 2020/02/02 14:00 | Joshua Ortlip v Spencer Papa | 4-6,2-6 |
| ITF M15 Cancun | 2019/12/13 15:00 | Joshua Ortlip v Vasil Kirkov | 6-2,3-6,1-6 |
| ITF M15 Cancun | 2019/12/12 15:00 | Joshua Ortlip v Juan Carlos Aguilar | 6-3,3-6,6-3 |
| ITF M15 Cancun | 2019/12/10 14:00 | Joshua Ortlip v Pedro Gabriel Rodrigues | 6-2,6-1 |