Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| ITF - Decatur M25 | 2021/08/02 15:00 | Evan Zhu v Preston Brown | 2-6,2-6 |
| ITF - Edwardsville M15 | 2021/07/19 14:00 | Preston Brown v Nicaise Muamba | 6-3,6-3 |
| ITF - Champaign M15 | 2021/06/22 15:00 | Victor Lilov v Preston Brown | 7-5,6-0 |
| ITF - Champaign M15 | 2021/06/21 15:00 | Preston Brown v Chad Kissell | 6-4,6-4 |
| ITF - Wichita M25 | 2021/06/09 21:00 | Preston Brown v Genaro Alberto Olivieri | 3-6,1-6 |
| ITF - Wichita M25 | 2021/06/08 17:40 | Murphy Cassone v Preston Brown | 6-3,6-7,6-10 |
| ITF - Wichita M25 | 2021/06/07 15:00 | Yi Jui Lo v Preston Brown | 2-6,0-6 |
| ITF - New Delhi M15 | 2021/03/31 07:50 | Manish Sureshkumar v Preston Brown | 6-3,6-3 |
| ITF - Decatur M25 | 2021/08/02 15:00 | Joshua Peck v Connor Farren | 4-6,3-6 |
| ITF - Champaign M25 | 2021/07/27 15:00 | Connor Farren v Eliot Spizzirri | 3-6,2-6 |
| ITF - Champaign M25 | 2021/07/26 15:00 | Connor Farren v Toby D. Boyer | 6-2,6-3 |
| Challenger Cary | 2021/07/18 19:05 | Alexis Galarneau v Connor Farren | 6-7,6-3,6-1 |
| UTR Pro Tennis Series - Atlanta | 2021/07/11 12:00 | Conner Huertas Del Pino v Connor Farren | 2-6,2-5 |
| UTR Pro Tennis Series - Atlanta | 2021/07/10 12:00 | Connor Farren v Dane Sweeny | 3-6,6-2,6-3 |
| UTR Pro Tennis Series - Atlanta | 2021/07/08 12:00 | Connor Farren v Thomas Paulsell | 6-2,5-3 |
| UTR Pro Tennis Series - Atlanta | 2021/07/07 19:00 | Leighton Allen v Connor Farren | 1-6,2-5 |