| TT Cup (2023) | 2023/10/09 18:45 | Oliver Ollman v Valdek Putkemaa | W | 3-1 |
| TT Cup (2023) | 2023/10/09 15:15 | Valdek Putkemaa v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/10/06 18:50 | Oliver Ollman v Valdek Putkemaa | L | 1-3 |
| TT Cup (2023) | 2023/10/06 17:45 | Valdek Putkemaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/09/29 18:45 | Oliver Ollman v Valdek Putkemaa | L | 1-3 |
| TT Cup (2023) | 2023/09/29 15:15 | Oliver Ollman v Valdek Putkemaa | W | 3-0 |
| TT Cup (2023) | 2023/05/12 12:15 | Oliver Ollman v Valdek Putkemaa | W | 3-1 |
| TT Cup (2023) | 2023/03/13 09:45 | Valdek Putkemaa v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/03/13 07:45 | Oliver Ollman v Valdek Putkemaa | L | 2-3 |
| TT Cup (2023) | 2023/02/28 07:15 | Valdek Putkemaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/02/20 09:45 | Oliver Ollman v Valdek Putkemaa | L | 1-3 |
| TT Cup (2023) | 2023/02/20 08:15 | Oliver Ollman v Valdek Putkemaa | W | 3-2 |
| TT Cup (2023) | 2023/02/13 08:15 | Oliver Ollman v Valdek Putkemaa | L | 0-3 |