Stadium: Court 1 Round: 28 Ground: Hardcourt outdoor
| ITF M15 - Santo Domingo | 2020/12/11 13:30 | Roy Smith v Shintaro Mochizuki | 6-3,6-3 |
| ITF M15 - Santo Domingo | 2020/12/10 15:25 | Roy Smith v Jurgen Briand | 7-6,6-4 |
| ITF M15 - Santo Domingo | 2020/12/08 16:50 | Roy Smith v Antonio Cayetano March | 6-4,6-4 |
| ITF M15 - Santo Domingo | 2020/12/03 13:30 | Leonardo Civita-Telles v Roy Smith | 6-3,6-3 |
| ITF M15 - Santo Domingo | 2020/12/01 14:30 | Justin Roberts v Roy Smith | 4-6,2-6 |
| Challenger - Orlando | 2020/11/14 15:00 | Roy Smith v Nick Chappell | 6-7,1-6 |
| ITF M25 - Rodez | 2020/10/12 14:50 | Quentin Robert v Roy Smith | 6-4,6-3 |
| ITF M15 - Forbach | 2020/09/30 10:05 | Luca Castelnuovo v Roy Smith | 4-6,4-6 |
| ITF M15 - Santo Domingo | 2020/12/11 15:20 | Jesse Flores v Oliver Crawford | 1-6,5-7 |
| ITF M15 - Santo Domingo | 2020/12/10 15:35 | Oliver Crawford v Alex Rybakov | 6-4,4-6,7-5 |
| ITF M15 - Santo Domingo | 2020/12/09 14:55 | Oliver Crawford v Justin Roberts | 6-7,6-3,6-4 |
| ITF M15 - Santo Domingo | 2020/12/06 13:55 | Oliver Crawford v Alex Rybakov | 6-3,6-1 |
| ITF M15 - Santo Domingo | 2020/12/05 14:30 | Nick Chappell v Oliver Crawford | 5-7,6-0,4-6 |
| ITF M15 - Santo Domingo | 2020/12/04 17:30 | Oliver Crawford v Zane Khan | 6-3,6-2 |
| ITF M15 - Santo Domingo | 2020/12/03 13:30 | Felix Corwin v Oliver Crawford | 5-7,3-6 |
| ITF M15 - Santo Domingo | 2020/12/01 14:30 | Dhruva Mulye v Oliver Crawford | 0-6,0-6 |