Stadium: Cener Court Round: 1
| 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 | 2020/03/07 09:00 | Alexander Lebedev v Filip Cristian Jianu | 5-7,1-6 |
| ITF M15 Heraklion | 2020/03/06 08:30 | Alexander Erler v Alexander Lebedev | 3-6,3-6 |
| ITF M15 Heraklion | 2020/03/05 10:35 | Aristotelis Thanos v Alexander Lebedev | 1-6,5-7 |
| ITF M15 Heraklion | 2020/03/03 10:00 | Alexander Lebedev v Bogdan Bobrov | 6-2,7-5 |
| ITF M15 Heraklion | 2020/02/26 08:20 | Alexander Lebedev v Lucas Catarina | 0-6,6-4,6-7 |
| ITF M15 Heraklion | 2020/02/16 11:00 | Omar Giacalone v Alexander Lebedev | 6-3,2-6,10-8 |
| ITF M15 Cancun | 2020/01/28 14:00 | Alexander Lebedev v Ajeet Rai | 6-7,4-6 |
| ITF M15 Cancun | 2020/01/27 14:00 | Alexander Lebedev v Sam Lapides | 6-2,6-1 |