Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Little Rock | 2021/05/30 16:15 | Patrick Kypson v Dayne Kelly | 6-4,3-6,2-6 |
| 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 |
| ITF M25 Wichita | 2021/06/08 16:45 | Mark Mandlik v Gabriel Diallo | 2-6,7-6,9-11 |
| ITF M25 Wichita | 2021/06/07 15:00 | Gabriel Diallo v Eric Hadigian | 6-2,7-6 |
| Challenger Calgary | 2020/02/25 21:30 | Gage Brymer v Gabriel Diallo | 6-2,7-6 |
| ITF M15 East Lansing | 2019/11/19 15:00 | Millen Hurrion v Gabriel Diallo | 6-2,4-6,10-4 |
| ITF M25 Malibu | 2019/11/06 19:35 | Gabriel Diallo v Lucas Gerch | 6-4,6-7,6-7 |
| ITF M25 Malibu | 2019/11/05 21:05 | Gabriel Diallo v George Goldhoff | 3-6,6-3,11-9 |
| ITF M25 Malibu | 2019/11/04 18:00 | Logan Smith v Gabriel Diallo | 3-6,0-6 |
| ITF M15 Champaign | 2019/09/12 22:25 | Gabriel Diallo v Ezekiel Clark | 3-6,3-6 |