| UTR Pro Winston-Salem | 2023/11/29 20:00 | Matthew Thomson v Nicholas Mangiapane | 6-4,6-1 |
| ITF M15 Winston-Salem | 2023/11/08 17:00 | Luca Staeheli v Matthew Thomson | 6-4,6-2 |
| UTR Pro Winston-Salem | 2023/09/08 19:13 | Matthew Thomson v Damien Salvestre | 6-7,7-5,3-6 |
| UTR Pro Winston-Salem | 2023/09/07 19:12 | Matthew Thomson v Jamieson Nathan | 1-6,6-3,6-2 |
| UTR Pro Winston-Salem | 2023/09/04 17:00 | Matthew Thomson v Ian Mayew | 7-5,6-2 |
| UTR Pro Winston-Salem | 2023/09/03 17:00 | Phillip Jordan v Matthew Thomson | 6-1,6-2 |
| UTR Pro Florida | 2023/08/06 12:00 | Matthew Thomson v Jose Garcia | 6-3,1-6,7-5 |
| UTR Pro Florida | 2023/08/05 16:02 | Matthew Thomson v Spencer Gray | 6-4,6-2 |
| 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 |
| UTR Pro Texas | 2023/11/13 01:37 | Obrad Markovski v Antonio M-Hidalgo | 6-4,6-2 |
| UTR Pro Belgrado | 2023/10/11 12:33 | Illya Beloborodko v Obrad Markovski | 7-5,4-0 |