Stadium: Stadium Round: 29 Ground: Hardcourt outdoor
| 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 Cancún | 2020/11/22 16:30 | Oliver Crawford v Gage Brymer | 6-3,6-2 |
| UTR Pro Tennis Series Cancún | 2020/11/21 15:45 | Oliver Crawford v Nicolas Barrientos | 6-3,6-3 |
| UTR Pro Tennis Series Cancún | 2020/11/20 14:00 | Oliver Crawford v Manuel Sanchez | 6-2,6-4 |
| UTR Pro Tennis Series Cancún | 2020/11/19 17:00 | Oliver Crawford v Eric Samuelsson | 6-2,5-1 |
| ITF M15 Santo Domingo | 2020/12/05 14:35 | Keegan Smith v Alex Rybakov | 3-6,4-6 |
| ITF M15 Santo Domingo | 2020/12/04 14:45 | Ricardo Rodriguez-Pace v Alex Rybakov | 1-6,2-6 |
| ITF M15 Santo Domingo | 2020/12/03 15:20 | Conner Huertas Del Pino v Alex Rybakov | 4-6,6-7 |
| ITF M15 Santo Domingo | 2020/12/02 19:05 | David Fox v Alex Rybakov | 6-7,0-6 |
| ITF M15 Fayetteville | 2020/11/04 16:00 | Maxim Verboven v Alex Rybakov | 1-6,0-6 |
| ITF M25 Las Vegas | 2020/03/07 20:30 | Petros Chrysochos v Alex Rybakov | 5-7,6-4,6-2 |
| ITF M25 Las Vegas | 2020/03/06 21:00 | Martin Redlicki v Alex Rybakov | 7-6,6-7,3-6 |
| ITF M25 Las Vegas | 2020/03/05 19:25 | Nicolas Barrientos v Alex Rybakov | 1-6,6-4,4-6 |