Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Santo Domingo | 2020/12/10 13:30 | Connor Farren v Jesse Flores | 7-6,0-6,3-6 |
| ITF M15 Santo Domingo | 2020/12/08 14:30 | Jesse Flores v Blaise Bicknell | 6-4,2-6,7-6 |
| ITF M15 Santo Domingo | 2020/12/03 15:55 | Nick Chappell v Jesse Flores | 6-3,7-6 |
| ITF M15 Santo Domingo | 2020/12/02 13:30 | Connor Farren v Jesse Flores | 4-6,6-7 |
| ITF M15 Santo Domingo | 2020/12/01 13:30 | Dominik Palan v Jesse Flores | 3-6,1-6 |
| ITF M15 Santo Domingo | 2020/11/30 15:00 | Jack Vance v Jesse Flores | 1-6,2-6 |
| ITF M15 Santo Domingo | 2020/11/29 14:30 | Tennyson Whiting v Jesse Flores | 3-6,2-6 |
| ITF M15 Sharm El Sheikh | 2020/11/11 13:05 | Jesse Flores v Kelsey Stevenson | 3-6,5-7 |
| 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 |
| UTR Pro Tennis Series Cancun | 2020/11/22 16:30 | Oliver Crawford v Gage Brymer | 6-3,6-2 |