| UTR Pro Tennis Series Zadar | 2021/11/16 10:30 | Penev, Ivan v Oleksii Osadchyi | 6-1,6-1 |
| UTR Pro Tennis Series Zadar | 2021/11/15 13:30 | Penev, Ivan v Tadic, Vladan | 4-6,6-4,0-6 |
| UTR Pro Tennis Series Zadar | 2021/11/14 12:00 | 로지크 하드잘릭, 알렌 v Penev, Ivan | 6-3,4-6,6-2 |
| ITF M15 Sozopol | 2021/10/11 09:00 | Penev, Ivan v 일켈, 베르크 | 6-7,6-1,8-10 |
| ITF M15 Sozopol | 2021/10/10 09:00 | Penev, Ivan v Gianluca Coloma-Heck | 6-1,6-3 |
| ITF M15 Sozopol | 2021/10/04 07:00 | 보지크, 얀 v Penev, Ivan | 3-6,7-5,10-2 |
| ITF M15 Sozopol | 2021/09/13 10:30 | Compagnucci, Tommaso v Penev, Ivan | 6-2,6-3 |
| ITF M15 Sozopol | 2021/09/12 10:00 | 마코베이, 라두 플로린 v Penev, Ivan | 4-6,3-6 |
| UTR Pro Tennis Series Zadar | 2021/11/18 12:00 | 즈마크, 데니 v 라조브, 알렉산더 | 6-3,6-7,5-3 |
| UTR Pro Tennis Series Zadar | 2021/11/16 10:30 | Jose A R Rodriguez v 라조브, 알렉산더 | 1-6,2-6 |
| UTR Pro Tennis Series Zadar | 2021/11/14 15:20 | Maassen, Graham v 라조브, 알렉산더 | 6-2,6-4 |
| UTR Pro Tennis Series Brasov | 2021/10/30 09:30 | Andreescu, Stefan Adrian v 라조브, 알렉산더 | 6-3,7-5 |
| UTR Pro Tennis Series Brasov | 2021/10/29 10:00 | 자바키안, 유리 v 라조브, 알렉산더 | 6-2,6-4 |
| UTR Pro Tennis Series Brasov | 2021/10/28 07:00 | 단쿠, 블라드 안드레이 v 라조브, 알렉산더 | 6-3,7-5 |
| UTR Pro Tennis Series Brasov | 2021/10/27 08:30 | Tudor Vlad Vasilache v 라조브, 알렉산더 | 6-2,3-6,2-6 |
| UTR Pro Tennis Series Brasov | 2021/10/25 11:30 | 디미트로브, 마르틴 v 라조브, 알렉산더 | 5-7,4-6 |