| UTR Pro Winston-Salem | 2023/11/27 21:00 | Harry Thursfield v Matthew Thompson | 4-6,4-6 |
| UTR Pro Winston-Salem | 2023/11/26 20:00 | Nikola Parichkov v Harry Thursfield | 2-6,4-6 |
| ITF M25 Vale Do Lobo | 2023/11/22 10:00 | Harry Thursfield v Rodrigo Fernandes | 4-6,0-6 |
| ITF M25 Vale Do Lobo | 2023/11/21 10:00 | Elio Jose Ribeiro Lago v Harry Thursfield | 3-6,2-6 |
| ITF M25 Vale Do Lobo | 2023/11/13 11:00 | Francisco Rocha v Harry Thursfield | 7-6,6-3 |
| ITF M15 Winston-Salem | 2023/11/08 21:15 | Braden Shick v Harry Thursfield | 7-5,6-2 |
| ITF M15 Winston-Salem | 2023/11/07 16:00 | Saud Alhogbani v Harry Thursfield | 2-6,0-6 |
| ITF M15 Winston-Salem | 2023/11/06 20:00 | Anirudh Rao v Harry Thursfield | 2-6,2-6 |
| 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 Beograd | 2023/10/11 12:33 | Illya Beloborodko v Obrad Markovski | 7-5,4-0 |
| UTR Pro Beograd | 2023/10/10 10:01 | Marko Nikolic v Obrad Markovski | 7-6,6-4 |
| UTR Pro Beograd | 2023/10/08 12:46 | Aleksa Mardjonovic v Obrad Markovski | 2-6,3-6 |