| TT Cup (2023) | 2023/02/01 09:45 | Heldur Nermann v Andi Maasalu | L | 3-0 |
| TT Cup (2023) | 2023/02/01 08:15 | Heldur Nermann v Andi Maasalu | L | 3-0 |
| TT Cup (2023) | 2023/02/01 09:45 | Heldur Nermann v Andi Maasalu | L | 3-0 |
| TT Cup (2023) | 2023/02/01 08:45 | Mart Ojamaa v Andi Maasalu | L | 3-1 |
| TT Cup (2023) | 2023/02/01 08:15 | Heldur Nermann v Andi Maasalu | L | 3-0 |
| TT Cup (2023) | 2023/02/01 07:15 | Andi Maasalu v Raul Pirson | L | 0-3 |
| TT Cup (2023) | 2023/06/27 13:15 | Madis Vaarpu v Heldur Nermann | L | 3-0 |
| TT Cup (2023) | 2023/06/27 12:15 | Madis Vaarpu v Heldur Nermann | L | 3-1 |
| TT Cup (2023) | 2023/06/27 11:45 | Koit Karjus v Heldur Nermann | L | 3-2 |
| TT Cup (2023) | 2023/06/27 10:45 | Heldur Nermann v Eduard Pukkonen | L | 0-3 |
| TT Cup (2023) | 2023/05/30 13:45 | Yuto Kobayashi v Heldur Nermann | L | 3-0 |
| TT Cup (2023) | 2023/05/30 12:45 | Heino Laidmaa v Heldur Nermann | W | 1-3 |
| TT Cup (2023) | 2023/05/30 11:45 | Heldur Nermann v Johannes Kant | W | 3-1 |
| TT Cup (2023) | 2023/05/30 10:15 | Yuto Kobayashi v Heldur Nermann | L | 3-0 |