Stadium: Center Court Round: 25 Ground: Carpet indoor
| Challenger Eckental | 2019/10/28 10:20 | Daniel Masur v Evgeny Karlovskiy | 7-6,6-7,1-6 |
| Challenger Segovia | 2022/07/28 08:00 | Daniel Masur v Ugo Humbert | 3-6,3-6 |
| Challenger Segovia | 2022/07/26 08:00 | Daniel Masur v Evgeny Donskoy | 6-4,6-4 |
| Challenger Pozoblanco | 2022/07/23 17:30 | Daniel Masur v Constant Lestienne | 4-6,3-6 |
| Challenger Pozoblanco | 2022/07/22 17:45 | Alejandro Moro Canas v Daniel Masur | 6-7,6-7 |
| Challenger Pozoblanco | 2022/07/20 16:30 | Daniel Masur v Hugo Grenier | 6-2,6-4 |
| Challenger Pozoblanco | 2022/07/19 07:30 | Daniel Masur v Carlos Sanchez Jover | 2-6,7-6,6-4 |
| Challenger Amersfoort | 2022/07/12 08:30 | Daniel Masur v Adrian Andreev | 6-7,0-6 |
| Challenger Todi | 2022/07/09 13:00 | Daniel Masur v Nicolas Kicker | 2-6,6-3,4-6 |
| Challenger Segovia | 2022/07/26 09:35 | Evgeny Karlovskiy v Gregoire Barrere | 1-6,3-6 |
| Challenger Nur-Sultan | 2022/07/20 09:20 | Evgeny Karlovskiy v Denis Yevseyev | 6-3,2-6,4-6 |
| Challenger Nur-Sultan | 2022/07/19 06:30 | Evgeny Karlovskiy v Andrew Paulson | 6-4,6-4 |
| ITF M25 Nur-Sultan | 2022/07/14 07:40 | Evgeny Karlovskiy v Rubin Statham | 3-6,6-7 |
| ITF M25 Nur-Sultan | 2022/07/12 08:20 | Evgeny Karlovskiy v Dominik Palan | 6-2,6-3 |
| Challenger Troyes | 2022/06/28 08:30 | Evgeny Karlovskiy v Luca Van Assche | 0-6,6-3,2-6 |
| Challenger Oeiras | 2022/06/21 17:55 | Kyrian Jacquet v Evgeny Karlovskiy | 6-3,6-4 |
| Challenger Blois | 2022/06/17 09:30 | Evgeny Karlovskiy v Nikola Milojevic | 1-6,6-4,2-6 |