Stadium: Hard Court 3 Round: 19 Ground: Hardcourt outdoor
| ITF - M25 Heraklion | 2023/03/13 08:00 | Kai Lemstra v Miko Wassermann | 6-2,6-0 |
| UTR Pro - Dubai | 2023/02/12 05:00 | Kai Lemstra v Dmitri Vlasov | 6-2,6-0 |
| UTR Pro - Dubai | 2023/02/11 05:00 | Kai Lemstra v Johann Willems | 3-6,7-6,5-1 |
| UTR Pro - Dubai | 2023/02/10 06:30 | Kai Lemstra v Benedikt Henning | 7-5,6-1 |
| UTR Pro - Dubai | 2023/02/08 06:30 | Kai Lemstra v Lohithaksha Bathrinath | 6-1,6-2 |
| UTR Pro - Dubai | 2023/02/07 05:00 | Kai Lemstra v Luka Pavlovic | 6-3,6-4 |
| UTR Pro - Dubai | 2023/02/06 05:00 | Tomislav Jotovski v Kai Lemstra | 1-6,0-6 |
| UTR Pro - Dubai | 2023/02/05 05:00 | Mikalai Haliak v Kai Lemstra | 5-7,4-6 |
| ITF - M25 Heraklion | 2023/03/13 08:00 | Tristan Reiff v Timofey Stepanov | 5-7,3-6 |
| ITF - M25 Heraklion | 2023/03/12 07:00 | Christian Teszari v Timofey Stepanov | 3-6,3-6 |
| Challenger - Lugano | 2023/03/05 12:00 | Timofey Stepanov v Vitaliy Sachko | 1-6,0-6 |
| ITF - M25 Loule | 2023/02/28 10:30 | Adria Soriano Barrera v Timofey Stepanov | 7-5,6-2 |
| ITF - M25 Loule | 2023/02/27 10:00 | Pijus Vaitiekunas v Timofey Stepanov | 4-6,2-6 |
| ITF - M25 Loule | 2023/02/26 10:00 | Timofey Stepanov v Guy Den Heijer | 6-4,6-2 |
| ITF - M25 Faro | 2023/02/20 14:55 | Benjamin Winter Lopez v Timofey Stepanov | 7-6,6-4 |
| ITF - M25 Faro | 2023/02/19 13:00 | Timofey Stepanov v Pedro D L R Bueno | 3-6,6-2,10-7 |