| 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 | 2021/08/23 15:00 | Omar Maldonado v Theo Winegar | 6-4,5-3 |
| UTR Pro Tennis Series Florida | 2021/01/15 17:00 | Matt Kuhar v Omar Maldonado | 6-0,6-3 |
| UTR Pro Tennis Series Florida | 2021/01/13 14:00 | Nico Mostardi v Omar Maldonado | 4-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/12 20:00 | Noah Rubin v Omar Maldonado | 6-1,5-2 |
| UTR Pro Tennis Series Florida | 2021/01/11 14:00 | John Bernard v Omar Maldonado | 6-0,5-4 |
| 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 Atlanta | 2021/07/10 13:30 | Henry Lieberman v Jacob Bickersteth | 6-7,2-5 |