| UTR Pro Tennis Series Atlanta | 2021/04/12 17:00 | Evan Bynoe v McClain Kessler | 3-6,6-6 |
| UTR Pro Tennis Series Atlanta | 2021/04/10 15:30 | Alexis Gurmendi v McClain Kessler | 6-3,2-6,6-2 |
| UTR Pro Tennis Series Atlanta | 2021/04/09 14:00 | Adit Sinha v McClain Kessler | 4-6,3-5 |
| UTR Pro Tennis Series Atlanta | 2021/04/08 12:30 | Ryan Shane v McClain Kessler | 6-2,5-3 |
| UTR Pro Tennis Series Atlanta | 2021/04/07 18:00 | Aditya Vashistha v McClain Kessler | 4-6,6-2,4-6 |
| UTR Pro Tennis Series Atlanta | 2021/04/05 14:00 | Valentino Raul Caratini v McClain Kessler | 1-6,6-3,6-2 |
| ITF M25 Edwardsville | 2019/08/05 14:00 | Jason Kerst v McClain Kessler | 6-2,7-6 |
| ITF M25 Decatur | 2019/07/31 16:40 | Christian Langmo v McClain Kessler | 6-4,6-4 |
| UTR Pro Tennis Series Cancun | 2021/04/11 13:00 | Evan Bynoe v Drew Van Orderlain | 7-6,5-3 |
| UTR Pro Tennis Series Cancun | 2021/04/10 14:30 | Drew Van Orderlain v Gabriel Evans | 7-6,6-2 |
| UTR Pro Tennis Series Cancun | 2021/04/09 17:00 | Drew Van Orderlain v Quang Duong | 6-0,5-2 |
| UTR Pro Tennis Series Cancun | 2021/04/07 17:00 | Drew Van Orderlain v Luciano Doria | 6-3,5-7,2-6 |
| UTR Pro Tennis Series Cancun | 2021/04/06 19:00 | Drew Van Orderlain v Tommaso Carnevale-Miino | 6-3,6-4 |
| UTR Pro Tennis Series Cancun | 2021/04/05 14:30 | Jorge Panta v Drew Van Orderlain | 6-1,6-1 |
| UTR Pro Tennis Series Cancun | 2021/04/03 15:00 | Joshua Sheehy v Drew Van Orderlain | 6-2,6-4 |
| UTR Pro Tennis Series Cancun | 2021/04/02 16:00 | Drew Van Orderlain v Mateo Gomez | 7-6,1-6,7-6 |