Stadium: Stadium 1 Round: 14 Ground: Hardcourt outdoor
| French Open | 2023/05/28 09:00 | Patrick Kypson v Radu Albot | 3-6,2-6,6-4,1-6 |
| Challenger - Savannah | 2023/04/29 17:30 | Patrick Kypson v Facundo Diaz Acosta | 3-6,6-4,4-6 |
| Challenger - Savannah | 2023/04/28 17:45 | Patrick Kypson v Nicolas Kicker | 6-2,6-3 |
| Challenger - Savannah | 2023/04/26 15:00 | Patrick Kypson v Evan Zhu | 4-6,6-2,6-1 |
| Challenger - Savannah | 2023/04/24 18:45 | Alex Michelsen v Patrick Kypson | 6-4,3-6,6-7 |
| Challenger Tallahassee | 2023/04/19 23:25 | Patrick Kypson v Zizou Bergs | 2-6,2-6 |
| Challenger Tallahassee | 2023/04/18 17:55 | Patrick Kypson v Ulises Blanch | 6-3,7-5 |
| Challenger Tallahassee | 2023/04/17 17:25 | Patrick Kypson v Donald Young | 6-0,6-2 |
| Challenger Little Rock | 2023/05/28 15:00 | Maks Kasnikowski v Rubin Statham | 6-3,6-7,6-4 |
| Challenger Busan | 2023/05/08 04:30 | Renta Tokuda v Rubin Statham | 6-3,6-4 |
| Challenger Busan | 2023/05/07 08:55 | Suk Ann v Rubin Statham | 5-7,0-6 |
| Challenger - Savannah | 2023/04/25 15:30 | Rubin Statham v Moez Echargui | 4-6,4-6 |
| Challenger Morelos | 2023/04/17 19:05 | Mark Lajal v Rubin Statham | 7-5,7-6 |
| Challenger Morelos | 2023/04/16 20:50 | Armando Sotelo v Rubin Statham | 3-6,1-6 |
| Challenger - Leon | 2023/04/10 19:55 | Giovanni Mpetshi Perricard v Rubin Statham | 6-3,7-6 |
| Challenger - Leon | 2023/04/09 23:20 | Rubin Statham v Bernard Tomic | 7-6,7-6 |