Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Danderyd | 2023/11/12 10:35 | Marvin Moeller v Yaroslav Demin | 6-3,6-4 |
| Challenger Ortisei | 2023/10/25 10:00 | Yaroslav Demin v Enrico Dalla Valle | 6-7,4-6 |
| Challenger Mallorca | 2023/08/29 14:40 | Mattia Bellucci v Yaroslav Demin | 6-2,6-2 |
| ITF M15 Monastir | 2023/08/25 08:30 | Lukas Pokorny v Yaroslav Demin | 6-7,7-6,6-4 |
| ITF M15 Monastir | 2023/08/24 08:30 | Yaroslav Demin v Teymuraz Gabashvili | 3-6,6-2,6-4 |
| ITF M15 Rabat | 2023/06/14 09:30 | Yaroslav Demin v Paulo A S Dos Santos | 1-6,2-6 |
| Challenger Prague | 2023/05/09 13:50 | Yaroslav Demin v Lukas Klein | 5-7,1-6 |
| Challenger Prague | 2023/05/01 14:25 | Sebastian Ofner v Yaroslav Demin | 6-4,6-7,6-1 |
| Challenger Maia | 2023/11/29 12:55 | Francisco Rocha v Maxime Janvier | 4-6,2-6 |
| Challenger Maia | 2023/11/27 14:50 | Riccardo Bonadio v Francisco Rocha | 3-6,3-6 |
| ITF M25 Vale Do Lobo | 2023/11/21 13:40 | Paul Jubb v Francisco Rocha | 6-4,6-2 |
| ITF M25 Vale Do Lobo | 2023/11/17 10:30 | Michael Geerts v Francisco Rocha | 6-3,6-4 |
| ITF M25 Vale Do Lobo | 2023/11/16 10:00 | Francisco Rocha v Pietro Pampanin | 6-3,6-2 |
| ITF M25 Vale Do Lobo | 2023/11/15 13:45 | Mario G Fernandez v Francisco Rocha | 6-7,6-7 |
| ITF M25 Vale Do Lobo | 2023/11/14 11:50 | Francisco Rocha v Andre Stewart | 6-2,6-3 |
| ITF M25 Vale Do Lobo | 2023/11/13 11:00 | Francisco Rocha v Harry Thursfield | 7-6,6-3 |