Stadium: Centre Round: 25 Ground: Clay
| ITF M15 Antalya | 2021/11/03 06:00 | Stefano Battaglino v Anthony Genov | 6-7,4-6 |
| ITF M15 Antalya | 2021/11/02 08:30 | Anthony Genov v Admir Kalender | 6-4,6-4 |
| Challenger Losinj | 2021/10/18 10:00 | Aldin Setkic v Anthony Genov | 6-3,6-4 |
| ITF M15 Sozopol | 2021/10/07 06:50 | Anthony Genov v Alexander Cozbinov | 3-6,1-6 |
| ITF M15 Sozopol | 2021/10/06 09:30 | Anthony Genov v Yann Wojcik | 6-3,2-6,7-6 |
| ITF M25 Skopje | 2021/09/28 07:25 | Michele Vianello v Anthony Genov | 6-4,6-4 |
| ITF M25 Skopje | 2021/09/27 11:10 | Anthony Genov v Shunsuke Wakita | 6-3,6-3 |
| ITF M15 Pirot | 2021/09/19 12:30 | Anthony Genov v Kristian Juhas | 4-6,2-6 |
| Challenger Eckental | 2021/11/01 11:55 | Tobias Simon v Peter Heller | 6-2,6-4 |
| ITF M15 Antalya | 2021/10/26 08:25 | Peter Heller v Jack Pinnington Jones | 3-6,4-6 |
| Challenger Lisbon | 2021/09/27 09:00 | Santiago Rodriguez Taverna v Peter Heller | 7-6,7-5 |
| Challenger Lisbon | 2021/09/26 11:25 | Luis Faria v Peter Heller | 1-6,7-6,4-6 |
| Challenger Braga | 2021/09/21 09:00 | Thiago Monteiro v Peter Heller | 6-3,6-3 |
| Challenger Braga | 2021/09/19 09:00 | Miguel Gomes v Peter Heller | 0-6,1-6 |
| ITF M15 Allershausen | 2021/09/02 13:40 | Peter Heller v Guy Den Ouden | 6-7,3-6 |
| ITF M15 Allershausen | 2021/09/01 11:15 | Peter Heller v Henri Squire | 6-3,3-6,6-4 |