Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Kursumlijska Banja | 2023/06/18 11:00 | Marko Stakusic v Mihail Ivanov | 6-1,6-0 |
| ITF M15 Kursumlijska Banja | 2023/06/12 18:15 | Marko Maksimovic v Mihail Ivanov | 6-3,6-0 |
| ITF M25 Kursumlijska Banja | 2023/06/06 08:20 | Lucio Ratti v Mihail Ivanov | 6-1,6-0 |
| ITF M25 Kursumlijska Banja | 2023/06/05 11:30 | Itay Bity v Mihail Ivanov | 4-6,6-3,5-10 |
| ITF M15 Pazardzhik | 2023/05/16 07:00 | Vadym Konovchuk v Mihail Ivanov | 7-5,1-6,10-7 |
| ITF M15 Pazardzhik | 2023/05/15 11:45 | Artsiom Sinitsyn v Mihail Ivanov | 3-6,2-6 |
| ITF M25 Kursumlijska Banja | 2023/05/08 14:25 | Aleksandar Ljubojevic v Mihail Ivanov | 4-6,6-2,10-2 |
| ITF M15 Kursumlijska Banja | 2023/05/01 10:45 | Romeo Hadzimehmedovic v Mihail Ivanov | 7-6,7-6 |
| UTR Pro Hilversum | 2023/06/10 06:00 | Mats Bredschneijder v Jip Van Assendelft | 6-4,0-6,1-6 |
| UTR Pro Hilversum | 2023/06/09 09:05 | Mats Bredschneijder v Julian Cundom | 4-6,6-3,6-2 |
| UTR Pro Tennis Series Blaricum | 2022/11/19 07:00 | Roland Stuurman v Mats Bredschneijder | 6-1,1-6,6-4 |