Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/05 07:00 | Graham Maassen v Mihail Ivanov | 6-2,6-4 |
| ITF M25 Heraklion | 2023/10/29 09:00 | Mihail Ivanov v William Norton | 3-6,4-6 |
| ITF M25 Pazardzhik | 2023/10/04 06:55 | Mihail Ivanov v Nikola Kolyachev | 4-6,2-6 |
| ITF M25 Pazardzhik | 2023/10/02 12:25 | Mihail Ivanov v Mykyta Riepkin | 6-4,6-2 |
| ITF M25 Pazardzhik | 2023/09/27 09:50 | Nicholas David Ionel v Mihail Ivanov | 6-1,6-3 |
| ITF M25 Pazardzhik | 2023/09/25 10:00 | Mihail Ivanov v Shendrit Deari | 0-6,6-3,10-8 |
| ITF M25 Pazardzhik | 2023/09/25 07:00 | Mihail Ivanov v Adam Krischke | 6-2,6-0 |
| UTR Pro Sofia | 2023/09/09 09:30 | Sergo Sikharulidze v Mihail Ivanov | 6-2,4-6,5-3 |
| ITF M25 Tavira | 2023/10/18 13:25 | Sebastian Fanselow v Mats Bredschneijder | 7-5,7-5 |
| ITF M25 Tavira | 2023/10/17 14:12 | Francisco Oliveira v Mats Bredschneijder | 2-6,6-4,6-10 |
| ITF M25 Tavira | 2023/10/16 13:30 | Rafael Giotis v Mats Bredschneijder | 4-6,1-6 |
| ITF M25 Tavira | 2023/10/15 09:00 | Mats Bredschneijder v Goncalo Falcao | 6-3,6-4 |
| ITF M25 Tavira | 2023/10/11 14:10 | Francisco Rocha v Mats Bredschneijder | 6-1,6-4 |
| ITF M25 Tavira | 2023/10/10 12:35 | Mats Bredschneijder v Lars Aregger | 7-5,6-3 |
| ITF M25 Tavira | 2023/10/09 11:30 | Loic N Tenguere v Mats Bredschneijder | 4-6,6-0,8-10 |
| ITF M25 Tavira | 2023/10/08 14:30 | Ivan Perez Martin v Mats Bredschneijder | 3-6,4-6 |