Stadium: Court 1 Round: 14 Ground: Hardcourt outdoor
| Challenger Little Rock | 2021/06/03 17:00 | Dayne Kelly v Oliver Crawford | 4-6,1-6 |
| Challenger Little Rock | 2021/06/02 16:30 | Dayne Kelly v Nick Chappell | 6-1,7-5 |
| Challenger Little Rock | 2021/05/31 15:00 | Gage Brymer v Dayne Kelly | 2-6,1-6 |
| Challenger Little Rock | 2021/05/30 16:15 | Patrick Kypson v Dayne Kelly | 6-4,3-6,2-6 |
| ITF M25 Pensacola | 2021/05/20 14:25 | Adrian Andreev v Dayne Kelly | 6-2,6-2 |
| ITF M25 Pensacola | 2021/05/19 17:00 | Alejandro Gomez v Dayne Kelly | 4-6,4-6 |
| UTR Pro Tennis Series Canberra | 2021/04/24 01:30 | Dane Sweeny v Dayne Kelly | 6-2,6-4 |
| UTR Pro Tennis Series Canberra | 2021/04/23 01:30 | Dayne Kelly v Omar Jasika | 6-0,5-3 |
| Challenger Little Rock | 2021/05/31 16:30 | Michael Redlicki v Zachary Svajda | 2-6,4-6 |
| Challenger Little Rock | 2021/05/30 22:35 | Michael Redlicki v Dane Sweeny | 6-1,6-4 |
| Challenger Cleveland | 2021/03/18 16:00 | Michael Redlicki v Jenson Brooksby | 6-7,4-6 |
| Challenger Cleveland | 2021/03/17 16:40 | Michael Redlicki v Liam Draxl | 6-3,6-3 |
| Challenger Cleveland | 2021/03/15 18:15 | James Duckworth v Michael Redlicki | 6-7,1-6 |
| ITF M25 Naples | 2021/02/25 14:50 | Michael Redlicki v Gonzalo Villanueva | 5-7,6-3,0-6 |
| ITF M25 Naples | 2021/02/24 16:40 | Christian Langmo v Michael Redlicki | 6-3,5-7,3-6 |
| ITF M25 Naples | 2021/02/20 17:00 | Christian Harrison v Michael Redlicki | 6-0,7-5 |