Stadium: Estonia 2
| TT Cup | 2025/01/11 12:15 | Simo Venski v Yevhenii Cherkashyn | W | 3-0 |
| TT Cup | 2024/09/27 05:45 | Yevhenii Cherkashyn v Simo Venski | L | 3-0 |
| TT Cup | 2024/02/24 14:45 | Simo Venski v Yevhenii Cherkashyn | L | 0-3 |
| TT Cup | 2024/02/24 11:45 | Yevhenii Cherkashyn v Simo Venski | W | 2-3 |
| TT Cup | 2025/01/11 13:15 | Simo Venski v Stanislav Kruti | W | 3-1 |
| TT Cup | 2025/01/11 12:15 | Simo Venski v Yevhenii Cherkashyn | W | 3-0 |
| TT Cup | 2025/01/11 11:15 | Simo Venski v Meelis Apsolon | W | 3-1 |
| TT Cup | 2024/11/29 14:50 | Edvinas Tamashauskas v Simo Venski | L | 3-2 |
| TT Cup | 2024/11/29 13:45 | Grigori Maltizov v Simo Venski | W | 1-3 |
| TT Cup | 2024/11/29 12:45 | Simo Venski v Edvinas Tamashauskas | L | 1-3 |
| TT Cup | 2024/11/28 14:45 | Grigori Maltizov v Simo Venski | W | 0-3 |
| TT Cup | 2024/11/28 13:15 | Mihkel Puhm v Simo Venski | W | 0-3 |
| TT Cup | 2025/01/11 13:45 | Yevhenii Cherkashyn v Meelis Apsolon | W | 3-0 |
| TT Cup | 2025/01/11 12:15 | Simo Venski v Yevhenii Cherkashyn | L | 3-0 |
| TT Cup | 2025/01/11 11:45 | Stanislav Kruti v Yevhenii Cherkashyn | W | 0-3 |
| TT Cup | 2024/12/27 10:00 | Yevhenii Cherkashyn v Edvinas Tamashauskas | L | 2-3 |
| TT Cup | 2024/12/27 08:45 | Yevhenii Cherkashyn v Edvinas Tamashauskas | W | 3-0 |
| TT Cup | 2024/12/27 07:45 | Yevhenii Cherkashyn v Mart Martin | L | 0-3 |
| TT Cup | 2024/12/27 06:45 | Yevhenii Cherkashyn v Peetr Viigimets | L | 2-3 |
| TT Cup | 2024/12/20 19:15 | Yevhenii Cherkashyn v Vootele Vaher | W | 3-1 |