Stadium: Stadium Round: 14 Ground: Hardcourt outdoor
| Challenger Stockton | 2018/10/01 21:00 | Patrick Kypson v Dayne Kelly | 6-4,6-1 |
| ITF - M25 Pensacola | 2021/05/22 15:55 | Patrick Kypson v Nicolas Kicker | 6-7,0-6 |
| ITF - M25 Pensacola | 2021/05/21 14:30 | Alejandro Gonzalez v Patrick Kypson | 4-6,0-6 |
| ITF - M25 Pensacola | 2021/05/20 15:55 | Patrick Kypson v Nicolas Mejia | 6-4,2-6,7-5 |
| ITF - M25 Pensacola | 2021/05/19 20:15 | Patrick Kypson v Daniel Dutra Da Silva | 5-7,7-5,6-3 |
| ITF - M25 Pensacola | 2021/05/18 15:55 | Patrick Kypson v Tom Hands | 6-1,6-2 |
| ITF - M25 Pensacola | 2021/05/17 17:30 | Patrick Kypson v Sid Donarski | 6-2,6-0 |
| ITF - M25 Naples | 2021/02/17 20:20 | Quentin Folliot v Patrick Kypson | 5-7,5-7 |
| Challenger - Orlando | 2020/11/18 15:00 | Patrick Kypson v Denis Kudla | 4-6,4-6 |
| 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 |
| UTR Pro Tennis Series - Canberra | 2021/04/22 03:00 | Dayne Kelly v Scott Puodziunas | 6-2,6-2 |
| UTR Pro Tennis Series - Canberra | 2021/04/21 00:00 | Casey Hoole v Dayne Kelly | 2-6,5-7 |
| UTR Pro Tennis Series - Canberra | 2021/04/19 23:30 | Nikita Volonski v Dayne Kelly | 1-6,2-6 |
| UTR Pro Tennis Series - Canberra | 2021/04/18 02:00 | Li Tu v Dayne Kelly | 6-1,3-6,5-7 |