Stadium: MTA 09 Round: 62 Ground: Clay
| ITF M15 Skopje | 2021/06/06 12:00 | Max Houkes v Simeon Terziev | 6-1,6-4 |
| ITF M15 Antalya | 2021/04/26 07:00 | Fabrizio Andaloro v Simeon Terziev | 4-6,6-4,11-9 |
| ITF M15 Antalya | 2021/04/25 07:00 | Credit Chaiyarin v Simeon Terziev | 3-6,1-6 |
| ITF M15 Antalya | 2021/04/18 07:00 | Kristof Minarik v Simeon Terziev | 6-1,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/03 10:00 | Jules Marie v Simeon Terziev | 6-3,6-0 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/02 07:00 | Ilya Snitari v Simeon Terziev | 6-0,6-3 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/01 07:00 | Yurii Dzhavakian v Simeon Terziev | 4-6,4-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/03/29 09:00 | Simeon Terziev v Gergely Madarasz | 3-6,1-6 |
| ITF M15 Antalya | 2021/06/13 07:30 | Gabriel Roveri Sidney v Ignacio Carou | 2-6,3-6 |
| ITF M15 Antalya | 2021/05/17 07:00 | Sandro Kopp v Gabriel Roveri Sidney | 6-2,6-3 |
| ITF M15 Antalya | 2021/05/16 07:00 | Umut Akkoyun v Gabriel Roveri Sidney | 4-6,2-6 |
| ITF M15 Antalya | 2021/05/10 07:00 | Gabriel Roveri Sidney v Vladimir Korolev | 4-6,2-6 |
| ITF M15 Antalya | 2021/05/09 07:00 | Gabriel Roveri Sidney v Ali Alshati | 6-4,6-1 |
| ITF M15 Antalya | 2021/05/02 06:00 | Gabriel Roveri Sidney v Iacopo Sada | 3-6,0-6 |
| ITF M15 Sibenik | 2021/04/19 07:55 | Ugo Blanchet v Gabriel Roveri Sidney | 6-4,6-3 |
| ITF M15 Monastir | 2020/12/06 10:00 | Gabriel Roveri Sidney v Fausto Tabacco | 2-6,1-6 |