| 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 |
| UTR Pro Tennis Series Atlanta | 2021/07/08 13:30 | Juan Pablo Cenoz v Henry Lieberman | 2-6,6-7 |
| UTR Pro Tennis Series Atlanta | 2021/07/07 21:10 | Gavin Young v Henry Lieberman | 6-3,5-2 |
| UTR Pro Tennis Series Florida | 2021/08/20 12:00 | Ivan Yatsuk v Mateo Barreiros Reyes | 0-6,6-3,3-6 |
| UTR Pro Tennis Series Florida | 2021/08/19 12:00 | Jake Van Emburgh v Mateo Barreiros Reyes | 6-2,6-4 |
| UTR Pro Tennis Series Florida | 2021/08/18 13:00 | Kyle Frankel v Mateo Barreiros Reyes | 6-3,2-6,6-6 |
| UTR Pro Tennis Series Florida | 2021/08/16 14:30 | Ignacio Buse v Mateo Barreiros Reyes | 3-6,6-7 |
| ITF M25 Guayaquil | 2021/08/02 14:00 | Mateo Barreiros Reyes v McClain Kessler | 4-6,6-3,8-10 |
| ITF M25 Portoviejo | 2021/07/28 16:00 | Mateo Barreiros Reyes v Gonzalo Lama | 3-6,4-6 |
| ITF M25 Portoviejo | 2021/07/26 20:10 | Mateo Gomez v Mateo Barreiros Reyes | 6-7,6-7 |
| ITF M25 Portoviejo | 2021/07/26 14:30 | Mateo Barreiros Reyes v McClain Kessler | 6-1,6-1 |