Stadium: Court 4 Round: 25 Ground: Clay
| ITF M15 Opatija | 2021/03/25 12:15 | Pietro Rondoni v Timo Legout | 6-1,3-6,6-2 |
| ITF M15 Opatija | 2021/03/24 09:00 | Timo Legout v Enrico Dalla Valle | 6-3,2-6,6-1 |
| ITF M15 Rovinj | 2021/03/19 10:00 | Timo Legout v Francesco Passaro | 6-4,3-6,2-6 |
| ITF M15 Rovinj | 2021/03/18 09:00 | Ivan Nedelko v Timo Legout | 6-4,4-6,3-6 |
| ITF M15 Rovinj | 2021/03/17 09:00 | Timo Legout v Frane Nincevic | 6-0,7-6 |
| ITF M15 Antalya | 2021/02/10 08:55 | Timo Legout v Pietro Rondoni | 3-6,6-4,4-6 |
| ITF M15 Antalya | 2021/02/10 08:30 | Timo Legout v Yshai Oliel | 3-6,6-4,4-6 |
| ITF M15 Antalya | 2021/02/09 07:00 | Timo Legout v Davide Galoppini | 7-5,6-4 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/03 08:30 | Denislav Prodanov v Pierre Faivre | 0-6,1-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/02 10:00 | Jules Marie v Denislav Prodanov | 6-1,6-0 |
| ITF Bulgaria F1 Qual | 2017/05/07 09:00 | Denislav Prodanov v Radoslav Shandarov | 0-6,6-2,6-7 |