Stadium: Court 14 Round: 54 Ground: Clay
| ITF M25 - Wesley Chapel | 2024/01/23 13:45 | Kyle Overmyer v Matthew Segura | 6-3,6-0 |
| 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 - Winston-Salem | 2023/12/01 15:02 | Obrad Markovski v Jose Murariu | 6-3,6-2 |
| UTR Pro - Winston-Salem | 2023/11/30 18:30 | Matthew Thomson v Obrad Markovski | 7-5,6-1 |
| UTR Pro - Winston-Salem | 2023/11/29 18:30 | Nikola Parichkov v Obrad Markovski | 7-5,7-5 |
| UTR Pro - Winston-Salem | 2023/11/28 22:30 | Harry Thursfield v Obrad Markovski | 6-3,6-4 |
| UTR Pro - Winston-Salem | 2023/11/26 20:00 | Luciano Tacchi v Obrad Markovski | 5-3 |
| UTR Pro - Texas | 2023/11/16 20:00 | Rafael A. Coutinho v Obrad Markovski | 5-7,7-6,6-2 |
| UTR Pro - Texas | 2023/11/15 21:23 | Obrad Markovski v Leo Raquin | 4-6,1-6 |
| UTR Pro - Texas | 2023/11/14 17:00 | Obrad Markovski v Jordi Domenech Castillo | 4-6,5-7 |