| UTR Pro Tennis Series Cancun | 2020/11/20 14:00 | Oliver Crawford v Manuel Sanchez | 6-2,6-4 |
| UTR Pro Tennis Series Cancun | 2020/11/19 17:00 | Oliver Crawford v Eric Samuelsson | 6-2,5-1 |
| UTR Pro Tennis Series Cancun | 2020/11/17 18:45 | Oliver Crawford v Alejandro H Franco | 3-1 |
| ITF M25 Naples | 2019/11/20 14:00 | Juan Pablo Ficovich v Oliver Crawford | 6-4,6-3 |
| ITF M25 Naples | 2019/11/19 13:55 | Oliver Crawford v Dragos Constantin Ignat | 6-4,7-5 |
| ITF M25 Naples | 2019/11/18 14:00 | Oliver Crawford v Aidan Mayo | 6-1,6-1 |
| ITF M25 Naples | 2019/11/17 14:00 | Oliver Crawford v JanMagnus Johnson | 7-6,6-1 |
| Challenger Houston | 2019/11/11 19:05 | Govind Nanda v Oliver Crawford | 6-4,6-3 |
| UTR Pro Tennis Series Cancun | 2020/11/19 15:00 | Nicolas Barrientos v Juan A H Serrano | 6-4,6-3 |
| UTR Pro Tennis Series Cancun | 2020/11/17 13:52 | Nicolas Barrientos v Nicolas Bianchi | 6-3,6-4 |
| UTR Pro Tennis Series Cancun | 2020/11/16 14:00 | Nicolas Barrientos v Juan Sebastian Gomez | 6-1,6-2 |
| ITF M15 Quinta Do Lago | 2020/11/04 13:05 | Luis Faria v Nicolas Barrientos | 6-2,2-6,6-3 |
| ITF M25 Vale Do Lobo | 2020/10/28 08:55 | Nicolas Barrientos v Raul Brancaccio | 4-6,4-6 |
| ITF M25 Vale Do Lobo | 2020/10/27 10:30 | Nicolas Barrientos v David Volfson | 6-3,7-5 |
| ITF M25 Vale Do Lobo | 2020/10/26 14:00 | Nicolas Barrientos v Filipe Brandao | 6-2,6-2 |
| ITF M25 Vale Do Lobo | 2020/10/25 12:30 | Nicolas Barrientos v Edoardo Graziani | 6-3,6-2 |