| UTR Pro Tennis Series Florida | 2021/08/25 13:00 | Omar Maldonado v Henry Lieberman | 6-3,4-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/08/24 13:30 | Theo Winegar v Henry Lieberman | 3-6,1-5 |
| UTR Pro Tennis Series Florida | 2021/08/21 15:00 | Henry Lieberman v Mateo Barreiros Reyes | 5-7,2-6 |
| UTR Pro Tennis Series Florida | 2021/08/20 12:00 | Henry Lieberman v Matthis Ross | 3-6,3-6 |
| UTR Pro Tennis Series Florida | 2021/08/19 18:30 | Henry Lieberman v Huzaifa Abdul Rehman | 6-1,6-2 |
| UTR Pro Tennis Series Florida | 2021/08/18 13:00 | Henry Lieberman v Rafael Lima Wagner | 2-6,6-3,6-1 |
| UTR Pro Tennis Series Florida | 2021/08/16 12:51 | Lukas Greif v Henry Lieberman | 2-6,7-5,5-1 |
| UTR Pro Tennis Series Atlanta | 2021/07/11 18:30 | Valentino Raul Caratini v Henry Lieberman | 2-6,1-5 |
| UTR Pro Tennis Series Florida | 2021/08/24 13:30 | Omar Maldonado v Juan David Velasquez | 6-1,3-6,3-5 |
| UTR Pro Tennis Series Florida | 2021/08/21 12:00 | Chase Ferguson v Juan David Velasquez | 6-2,6-1 |
| UTR Pro Tennis Series Florida | 2021/08/20 14:00 | Antonio M-Hidalgo v Juan David Velasquez | 5-7,2-6 |
| UTR Pro Tennis Series Florida | 2021/08/19 12:00 | Duilio Vallebuona v Juan David Velasquez | 4-6,6-1,5-7 |
| UTR Pro Tennis Series Florida | 2021/08/17 13:00 | Rithvik Choudary Bollipalli v Juan David Velasquez | 1-6,6-7 |
| UTR Pro Tennis Series Florida | 2021/08/16 16:00 | Juan David Velasquez v Jorge Panta | 3-6,3-5 |
| ITF M25 Naples | 2021/02/15 16:00 | Juan David Velasquez v Quentin Folliot | 1-6,5-7 |
| UTR Pro Tennis Series Florida | 2021/01/14 14:00 | Matt Kuhar v Juan David Velasquez | 6-2,6-3 |