Stadium: Center Court Round: 24 Ground: Hardcourt outdoor
| Challenger Lima | 2021/10/26 18:35 | Andrea Collarini v Jaroslav Pospisil | 6-1,6-4 |
| Challenger Lima | 2021/10/25 17:00 | Alexis Galarneau v Jaroslav Pospisil | 4-6,4-6 |
| Challenger Lima | 2021/10/24 21:10 | Jaroslav Pospisil v Diego Hidalgo | 4-6,6-3,6-3 |
| Challenger Bogota | 2021/10/19 15:00 | Alejandro Gomez v Jaroslav Pospisil | 6-3,3-6,7-5 |
| Challenger Bogota | 2021/10/18 15:00 | Bart Stevens v Jaroslav Pospisil | 6-3,6-7,3-6 |
| Challenger Bogota | 2021/10/17 15:00 | Jaroslav Pospisil v Jean Thirouin | 6-4,6-7,6-2 |
| ITF M25 - Budapest | 2021/09/29 11:10 | Gergely Madarasz v Jaroslav Pospisil | 6-4,1-6,7-5 |
| ITF M25 - Prostejov | 2021/08/16 10:50 | Jaroslav Pospisil v Nicolas Alvarez Varona | 3-6,3-6 |
| ITF M15 - Heraklion | 2021/11/24 10:55 | Matthew Romios v Charles Broom | 2-6,3-6 |
| ITF M15 - Heraklion | 2021/11/17 09:05 | Filip Cristian Jianu v Matthew Romios | 6-2,6-4 |
| ITF M15 - Heraklion | 2021/11/11 07:00 | Matthew Romios v Mark Lajal | 2-6,6-7 |
| ITF M15 - Heraklion | 2021/11/09 08:30 | Matthew Romios v Uisung Park | 6-4,6-1 |
| ITF M15 - Heraklion | 2021/11/05 07:00 | Matthew Romios v Ryan James Storrie | 2-6,4-6 |
| ITF M15 - Heraklion | 2021/11/04 06:55 | Matthew Romios v Adam Jurajda | 6-2,6-3 |
| ITF M15 - Heraklion | 2021/11/03 10:20 | Matthew Romios v Leon Hoeveler | 6-3,6-1 |
| ITF M25 - Portimao | 2021/10/25 09:00 | Matthew Romios v Sid Donarski | 6-2,4-6,3-10 |