Stadium: Court 9 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Wesley Chapel | 2024/01/22 14:00 | Johannes Ingildsen v Kyle Overmyer | 2-6,6-2,8-10 |
| ITF M25 Ithaca | 2024/01/15 15:00 | Bryce Nakashima v Kyle Overmyer | 6-3,6-2 |
| ITF M15 Boca Raton | 2023/11/13 14:00 | Alvin N Tudorica v Kyle Overmyer | 6-3,7-5 |
| ITF M25 Austin | 2023/11/06 16:00 | Kyle Overmyer v Lorenzo Esquici | 3-6,3-6 |
| ITF M15 Vienna | 2023/08/28 10:30 | Stepan Mruzek v Kyle Overmyer | 6-3,7-5 |
| ITF M15 Vienna | 2023/08/28 08:00 | Kyle Overmyer v Tilen Kovac | 6-7,6-2,10-5 |
| ITF M15 Vienna | 2023/08/27 08:00 | Kyle Overmyer v Adam Gabor Szoke | 6-3,6-3 |
| ITF M15 Huy | 2023/08/20 09:55 | Kyle Overmyer v Oscar Galimardanov | 2-6,1-6 |
| ITF M15 Boca Raton | 2023/11/17 18:00 | Matthew Segura v Arvid Nordquist | 4-6,3-6 |
| ITF M15 Boca Raton | 2023/11/17 14:00 | Matthew Segura v Martin Katz | 7-5,7-5 |
| ITF M15 Tallahassee | 2023/10/25 18:30 | Felix Corwin v Matthew Segura | 6-2,6-4 |
| UTR Pro Atlanta | 2023/06/13 17:10 | Matthew Segura v Corey Craig | 3-6,1-6 |
| UTR Pro Atlanta | 2023/06/12 21:52 | Matthew Segura v Michael Ross | 4-6,4-6 |
| UTR Pro Florida | 2023/05/28 16:33 | Jamie Connel v Matthew Segura | 4-6,7-6,6-0 |
| UTR Pro Florida | 2023/05/27 18:30 | Isaac Nortey v Matthew Segura | 5-7,4-6 |
| UTR Pro Florida | 2023/05/26 19:50 | Matthew Segura v Noureldin Adam | 6-0,3-6,6-3 |