Stadium: Court 8 Round: 26 Ground: Hardcourt outdoor
| Challenger Francavilla Qual | 2018/04/23 08:00 | Dimitar Kuzmanov v Elliot Benchetrit | 7-5,7-5 |
| Challenger Potchefstroom | 2021/02/09 10:15 | Prajnesh Gunneswaran v Dimitar Kuzmanov | 3-6,4-6 |
| Challenger Antalya | 2021/02/01 11:30 | Dimitar Kuzmanov v Facundo Mena | 6-2,4-6,0-6 |
| Challenger Antalya Qual | 2021/01/31 07:00 | Zdenek Kolar v Dimitar Kuzmanov | 3-6,4-6 |
| Challenger Antalya Qual | 2021/01/28 06:30 | Akira Santillan v Dimitar Kuzmanov | 6-4,4-6,7-6 |
| ATP Antalya | 2021/01/10 11:10 | Matteo Berrettini v Dimitar Kuzmanov | 6-2,6-3 |
| ATP Antalya | 2021/01/07 07:00 | Andrea Pellegrino v Dimitar Kuzmanov | 6-4,6-7,5-7 |
| ATP Antalya | 2021/01/06 11:55 | Mirza Basic v Dimitar Kuzmanov | 3-6,1-6 |
| ATP Sofia | 2020/11/09 16:05 | Salvatore Caruso v Dimitar Kuzmanov | 4-6,6-4,6-4 |
| Challenger Potchefstroom | 2021/02/09 10:50 | Ryan Peniston v Elliot Benchetrit | 6-4,4-6,4-6 |
| Australian Open | 2021/01/11 09:00 | Denis Kudla v Elliot Benchetrit | 6-4,6-3 |
| ATP Paris | 2020/10/31 12:10 | Elliot Benchetrit v Vasek Pospisil | 0-6,1-6 |
| Challenger Marbella | 2020/10/28 10:00 | Elliot Benchetrit v Pedro Martinez | 5-7,3-6 |
| Challenger Marbella | 2020/10/26 10:50 | Holger Rune v Elliot Benchetrit | 6-1,4-6,4-6 |
| Challenger Istanbul | 2020/10/20 13:55 | Elliot Benchetrit v Cem Ilkel | 4-6,3-6 |
| Challenger Lisbon | 2020/10/15 12:00 | Elliot Benchetrit v Federico Gaio | 4-6,5-7 |
| Challenger Lisbon | 2020/10/13 11:00 | Elliot Benchetrit v Renzo Olivo | 6-3,7-6 |