| ITF - M15 - Antalya | 2023/04/30 07:00 | Guy Den Heijer v Juan Manuel La Serna | 6-7,1-6 |
| ITF - M15 - Antalya | 2023/04/02 07:00 | Guy Den Heijer v Niels Visker | 1-6,6-4,3-10 |
| ITF - M25 Portimao | 2023/03/14 11:00 | Guy Den Heijer v Mikel Martinez | 1-6,2-6 |
| ITF - M25 Portimao | 2023/03/13 15:35 | Guy Den Heijer v Miguel Miguel Pereira Lopes | 6-1,6-3 |
| ITF - M25 Quinta Do Lago | 2023/03/09 17:20 | Jesper De Jong v Guy Den Heijer | 6-3,6-1 |
| ITF - M25 Quinta Do Lago | 2023/03/09 13:30 | Sean Hodkin v Guy Den Heijer | 4-6,4-6 |
| ITF - M25 Quinta Do Lago | 2023/03/08 16:15 | Luis Miguel Saraiva v Guy Den Heijer | 4-6,3-6 |
| ITF - M25 Loule | 2023/02/26 10:00 | Timofey Stepanov v Guy Den Heijer | 6-4,6-2 |
| UTR Pro Zadar | 2023/03/29 07:30 | Ivan Sergeyev v Duje Ajdukovic | 1-6,0-1 |
| UTR Pro Zadar | 2023/03/28 07:30 | Ivan Sergeyev v Oleg Prihodko | 6-4,3-6,0-6 |
| UTR Pro Zadar | 2023/03/27 06:45 | Andre Biro v Ivan Sergeyev | 2-6,6-3,6-0 |
| ITF - M25 Palmanova | 2023/03/14 09:50 | Miguel Damas v Ivan Sergeyev | 6-1,6-3 |
| ITF - M25 Palmanova | 2023/03/13 08:00 | Jiri Cizek v Ivan Sergeyev | 0-6,2-6 |
| ITF - M25 Palmanova | 2023/03/12 12:00 | Joan Nadal Vives v Ivan Sergeyev | 3-6,4-6 |
| ITF - M25 Antalya | 2023/02/05 07:00 | Rrezart Cungu v Ivan Sergeyev | 6-3,6-2 |
| ITF - M15 - Antalya | 2023/01/25 08:30 | Ivan Sergeyev v Nikola Puntaric | 6-2,6-0 |