| UTR Pro Florida | 2023/05/27 20:00 | Jamie Connel v Preston Stearns | 6-3,1-6,6-1 |
| UTR Pro Florida | 2023/05/26 18:00 | Michal Lusovsky v Jamie Connel | 1-6,4-6 |
| UTR Pro Florida | 2023/05/25 17:47 | Ethan Leon v Jamie Connel | 4-6,0-6 |
| UTR Pro Florida | 2023/05/25 13:00 | Timothy Phung v Jamie Connel | 2-6,1-6 |
| UTR Pro Florida | 2023/05/22 18:00 | Felipe Pinzon Moreno v Jamie Connel | 1-6,4-6 |
| UTR Pro Tennis Series Florida | 2022/05/15 13:30 | Jamie Connel v Nathan Cox | 6-3,1-6,6-4 |
| UTR Pro Tennis Series Florida | 2022/05/14 14:00 | Jamie Connel v Azariah Rusher | 7-6,5-2 |
| UTR Pro Tennis Series Florida | 2022/05/13 14:00 | Aleksandar Mitric v Jamie Connel | 3-6,1-5 |
| 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 |
| UTR Pro Florida | 2023/05/25 14:30 | Matthew Segura v Maximillian Mroz | 6-2,6-3 |
| UTR Pro Florida | 2023/05/24 16:00 | Jonathan Irwanto v Matthew Segura | 3-6,3-6 |
| UTR Pro Florida | 2023/05/23 15:00 | Maxwell Giddens v Matthew Segura | 3-6,0-6 |
| ITF M15 Orange Park | 2023/05/02 15:30 | Yi Zhou v Matthew Segura | 6-4,6-4 |
| ITF M15 Vero Beach | 2023/04/26 17:40 | Duarte Vale v Matthew Segura | 6-4,7-6 |
| ITF M15 Sunrise | 2023/04/13 17:45 | Matthew Segura v Sekou Bangoura | 2-6,3-6 |