Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Sozopol | 2021/10/05 06:30 | Nikolay Nedelchev v Michael Gloeckler | 6-0,6-3 |
| ITF M15 Sozopol | 2021/10/06 07:00 | Tim Handel v Nikolay Nedelchev | 6-4,6-4 |
| ITF M15 Sozopol | 2021/10/05 06:30 | Nikolay Nedelchev v Michael Gloeckler | 6-0,6-3 |
| ITF M15 Sozopol | 2021/10/04 07:00 | Nikolay Nedelchev v Martin Iliev | 4-6,6-0,10-4 |
| ITF M15 Sozopol | 2021/10/03 08:00 | Alessandro Procopio v Nikolay Nedelchev | 4-6,4-6 |
| ITF M15 Sozopol | 2021/09/14 07:00 | Richard Biagiotti v Nikolay Nedelchev | 6-2,7-5 |
| ITF M15 Sozopol | 2021/09/13 08:00 | Nikolay Nedelchev v Dian Nedev | 6-3,6-1 |
| ITF M15 Valldoreix | 2020/11/10 09:00 | Alexander Weis v Nikolay Nedelchev | 6-3,7-5 |
| ITF M15 Valldoreix | 2020/11/09 09:00 | Kuzey Cekirge v Nikolay Nedelchev | 5-7,7-5,2-10 |
| ITF M15 Sozopol | 2021/10/10 12:00 | Maxim Khorozov v Michael Gloeckler | 7-6,2-6,5-10 |
| ITF M15 Sozopol | 2021/10/05 06:30 | Nikolay Nedelchev v Michael Gloeckler | 6-0,6-3 |
| ITF M15 Sozopol | 2021/10/04 07:00 | Samuil Konov v Michael Gloeckler | 3-6,4-6 |
| ITF M25 Pardubice | 2021/09/20 08:00 | Noah Schlagenhauf v Michael Gloeckler | 6-3,6-2 |
| UTR Pro Tennis Series Ricany | 2021/09/18 07:30 | Lawrence Bataljin v Michael Gloeckler | 6-4,5-2 |
| UTR Pro Tennis Series Ricany | 2021/09/17 09:00 | Michael Gloeckler v Yann Wojcik | 2-6,3-6 |
| UTR Pro Tennis Series Ricany | 2021/09/15 10:30 | Michael Gloeckler v Jan Satral | 2-6,6-6 |
| UTR Pro Tennis Series Ricany | 2021/09/14 09:00 | Michael Gloeckler v Yanais Laurent | 1-6,2-6 |