Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| ITF - M15 Sharm El Sheikh | 2020/10/22 08:20 | Marek Gengel v Dusty H. Boyer | 4-6,5-7 |
| ITF - M15 Sharm El Sheikh | 2020/10/21 11:40 | Anze Arh v Dusty H. Boyer | 6-4,4-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2020/10/15 09:35 | Felix Corwin v Dusty H. Boyer | 6-7,6-2,6-2 |
| ITF - M15 Sharm El Sheikh | 2020/10/13 08:00 | Dusty H. Boyer v Denis Yevseyev | 6-3,7-5 |
| ITF - M15 Sharm El Sheikh | 2020/10/07 10:20 | Dusty H. Boyer v Jose Fco. Vidal Azorin | 1-6,0-6 |
| UTR Pro Tennis Series - Kalifornia | 2020/09/27 19:50 | Dusty H. Boyer v Nick Chappell | 3-6,0-6 |
| UTR Pro Tennis Series - Kalifornia | 2020/09/26 15:00 | Dusty H. Boyer v Shahin Khaledan | 6-1,6-4 |
| UTR Pro Tennis Series - Kalifornia | 2020/09/22 17:40 | Alexander Sarkissian v Dusty H. Boyer | 6-3,6-0 |
| ITF - M15 Sharm El Sheikh | 2020/10/22 08:45 | Marko Miladinovic v Vladyslav Orlov | 3-6,3-6 |
| ITF - M15 Sharm El Sheikh | 2020/10/21 10:30 | Aidan Mchugh v Vladyslav Orlov | 3-6,5-7 |
| Challenger Split | 2020/09/26 12:00 | Pedja Krstin v Vladyslav Orlov | 6-3,6-1 |
| Challenger - Sibiu | 2020/09/20 09:00 | Vladyslav Orlov v Ergi Kirkin | 6-2,4-6,1-6 |
| Challenger - Sibiu | 2020/09/19 11:10 | Vladyslav Orlov v Pol Toledo Bague | 4-6,6-0,6-2 |
| ITF - M15 Novomoskovsk | 2020/09/03 07:00 | Wojciech Marek v Vladyslav Orlov | 1-6,6-2,6-3 |
| ITF - M15 Novomoskovsk | 2020/09/02 07:00 | Michael Zhu v Vladyslav Orlov | 2-6,1-6 |
| German Premier League | 2020/08/21 10:15 | Vladyslav Orlov v Elmar Ejupovic | 4-6,4-6 |