Stadium: Landings Company Court Round: 26 Ground: Clay
| Challenger Champaign | 2022/11/14 17:15 | Evan Zhu v Patrick Kypson | 6-7,3-6 |
| Challenger Charleston | 2022/09/27 17:15 | Evan Zhu v Patrick Kypson | 5-7,2-6 |
| 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 Tallahassee | 2023/04/16 17:00 | Patrick Kypson v John Bernard | 6-3,7-5 |
| Challenger San Luis Potosi | 2023/04/08 23:00 | Tomas Barrios Vera v Patrick Kypson | 6-4,6-3 |
| Challenger San Luis Potosi | 2023/04/07 21:30 | Patrick Kypson v Terence Atmane | 6-2,6-7,6-2 |
| Challenger San Luis Potosi | 2023/04/07 17:35 | Rodrigo Pacheco Mendez v Patrick Kypson | 3-6,3-6 |
| Challenger - Savannah | 2023/04/24 19:00 | Evan Zhu v Andrea Arnaboldi | 6-4,4-6,6-1 |
| Challenger Morelos | 2023/04/20 22:00 | Evan Zhu v Thiago Agustin Tirante | 2-6,6-7 |
| Challenger Morelos | 2023/04/18 19:05 | Elmar Ejupovic v Evan Zhu | 4-6,6-4,3-6 |
| Challenger - Leon | 2023/04/11 18:00 | Evan Zhu v Elmar Ejupovic | 3-6,4-6 |
| Challenger Mexico City | 2023/03/27 20:15 | Evan Zhu v Juan Ignacio Londero | 6-7,6-7 |
| Challenger Mexico City | 2023/03/26 19:10 | Evan Zhu v Alex Hernandez | 6-4,5-7,6-2 |
| Challenger Puerto Vallarta | 2023/03/06 21:00 | Evan Zhu v Jacopo Berrettini | 6-3,3-6,6-7 |
| Challenger Puerto Vallarta | 2023/03/05 17:00 | Evan Zhu v Emiliano Aguilera | 6-1,6-2 |