Stadium: Court 10 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Sintra | 2020/09/13 11:30 | Brandao, Filipe v Gregg, Perry | 3-6,2-6 |
| ITF M15 Sintra | 2020/09/06 13:00 | Neuchrist, Maximilian v Gregg, Perry | 6-4,7-6 |
| International Tennis Series | 2020/08/04 15:05 | Gregg, Perry v Mercier, Tyler | 6-3,6-7,10-8 |
| International Tennis Series | 2020/08/04 12:00 | Gregg, Perry v Dixon, Timothy | 6-3,6-4 |
| International Tennis Series | 2020/07/29 14:45 | Boris Arias v Gregg, Perry | 6-3,2-6,11-9 |
| International Tennis Series | 2020/07/29 13:15 | Ore, I. A. v Gregg, Perry | 4-6,6-2,10-7 |
| International Tennis Series | 2020/07/22 14:30 | Gregg, Perry v Shane, Ryan | 4-6,2-6 |
| International Tennis Series | 2020/07/22 12:00 | Gregg, Perry v Boris Arias | 6-3,6-1 |
| ITF M15 Sintra | 2020/09/13 13:00 | Cabrera Bello, Inaki v Alberto Barroso Campos | 3-6,6-2,10-8 |
| ITF M15 Sintra | 2020/09/06 13:00 | Cabrera Bello, Inaki v Patrick Foley | 3-6,6-3,7-10 |
| Spanish Summer League | 2020/07/15 08:30 | Benjamin Winter Lopez v Cabrera Bello, Inaki | 6-0,6-4 |
| ITF - M15 Monastir | 2020/02/02 08:00 | Cabrera Bello, Inaki v Canas Garcia, Juan Pablo | 2-6,1-6 |