| 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 Heraklion | 2020/03/12 10:55 | Eric Ahren Moonga v Dusty H. Boyer | 3-6,1-6 |
| ITF M15 Heraklion | 2020/03/06 10:10 | Lucas Catarina v Dusty H. Boyer | 6-3,6-3 |
| ITF M15 Heraklion | 2020/03/05 08:30 | Neil Oberleitner v Dusty H. Boyer | 0-6,2-6 |
| ITF M15 Heraklion | 2020/03/03 10:00 | Jiri Lehecka v Dusty H. Boyer | 3-6,3-6 |
| ITF M15 Heraklion | 2020/02/25 09:30 | Alexander Shevchenko v Dusty H. Boyer | 6-4,6-3 |
| ITF M15 Cancun | 2020/02/05 20:00 | Dusty H. Boyer v Simon Carr | 6-7,2-6 |
| ITF M15 Cancun | 2020/02/02 14:00 | Strong Kirchheimer v Dusty H. Boyer | 6-4,6-4 |
| ITF M15 Cancun | 2020/02/01 14:30 | Vasil Kirkov v Dusty H. Boyer | 6-3,3-6,3-6 |