| UTR Pro Tennis Series Miami | 2021/11/02 17:00 | Henry Lieberman v Francisco Bastias | 6-4,3-6,3-6 |
| UTR Pro Tennis Series Miami | 2021/11/01 16:30 | Henry Lieberman v Timothy Phung | 7-5,5-4 |
| UTR Pro Tennis Series Florida | 2021/08/28 12:00 | Henry Lieberman v Jorge Panta | 6-3,3-6,1-5 |
| UTR Pro Tennis Series Florida | 2021/08/27 12:00 | Henry Lieberman v Top Nidunjianzan | 6-3,7-6 |
| UTR Pro Tennis Series Florida | 2021/08/26 15:30 | Henry Lieberman v Juan David Velasquez | 6-4,6-0 |
| 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 Miami | 2021/11/02 20:00 | Tyler Bowers v Jake Fellows | 5-7,3-5 |