| Challenger Prostějov | 06/04 08:00 | 14 | [329] Jaroslav Pospíšil v Edoardo Lavagno [297] | 0-6,2-6 | |
| Challenger Manama | 02/12 10:05 | 14 | [338] Vitaliy Sachko v Jaroslav Pospíšil [333] | 6-4,6-3 | |
| Challenger Parma | 10/02 12:50 | 14 | [318] Jaroslav Pospíšil v Oleksandr Ovcharenko [437] | 3-6,5-7 | |
| Challenger Blois | 06/12 08:30 | 14 | Thiago Seyboth Wild v Jaroslav Pospíšil | 6-4,6-3 | |
| Challenger Oeiras | 03/28 09:30 | 19 | Jaroslav Pospíšil v Noah Rubin | 1-6,5-7 | |
| Challenger Oeiras | 03/27 11:40 | 14 | Dragos Nicolae Madaras v Jaroslav Pospíšil | 3-6,3-6 | |
| Challenger Bengalúru - kval. | 02/13 04:00 | 14 | Markos Kalovelonis v Jaroslav Pospíšil | 6-4,3-6,6-3 | |
| Challenger Bengalúru | 02/06 06:10 | 14 | Borna Gojo v Jaroslav Pospíšil | 7-6,3-6,6-4 | |
| Challenger Bendigo | 01/04 23:00 | 25 | Zizou Bergs v Jaroslav Pospíšil | 6-1,7-6 | |
| Challenger Bendigo | 01/03 04:25 | 24 | Jaroslav Pospíšil v Matthew C Romios | 6-2,6-3 | |
| Challenger Lima | 10/26 18:35 | 25 | Andrea Collarini v Jaroslav Pospíšil | 6-1,6-4 | |
| Challenger Lima | 10/25 17:00 | - | Alexis Galarneau v Jaroslav Pospíšil | 4-6,4-6 | |
| Challenger Lima | 10/24 21:10 | 26 | Jaroslav Pospíšil v Diego Hidalgo | 4-6,6-3,6-3 | |
| Challenger Bogota | 10/19 15:00 | 25 | Alejandro Gomez v Jaroslav Pospíšil | 6-3,3-6,7-5 | |
| Challenger Bogota | 10/18 15:00 | 19 | Bart Stevens v Jaroslav Pospíšil | 6-3,6-7,3-6 | |
| Challenger Bogota | 10/17 15:00 | 14 | Jaroslav Pospíšil v Jean Thirouin | 6-4,6-7,6-2 | |
| ITF M25 Budapešť | 09/29 11:10 | 25 | Gergely Madarasz v Jaroslav Pospíšil | 6-4,1-6,7-5 | |
| ITF M25 Prostějov | 08/16 10:50 | 25 | Jaroslav Pospíšil v Nicolas A Varona | 3-6,3-6 | |
| Challenger Meerbusch | 08/08 10:00 | 14 | Duje Ajdukovic v Jaroslav Pospíšil | 6-3,6-2 | |
| Challenger Liberec | 08/01 15:00 | 14 | Alexander Ritschard v Jaroslav Pospíšil | 6-2,6-4 | |
| ITF M15 Poprad | 07/08 07:55 | 26 | Milos Karol v Jaroslav Pospíšil | 6-4,7-6 | |
| ITF M15 Poprad | 07/07 08:00 | 25 | Peter Nad v Jaroslav Pospíšil | Retired | |
| Česká republika - Extraliga | 12/13 10:00 | - | Jaroslav Pospíšil v Vojtech Vlkovsky | 6-2,6-3 | |
| Challenger Marbella | 10/24 09:40 | 19 | Jaroslav Pospíšil v Carlos Gimeno Valero | Cancelled | |
| ITF M25 Pardubice | 09/30 10:30 | 44 | Pedro Cachin v Jaroslav Pospíšil | 6-3,6-4 | |
| ITF M25 Pardubice | 09/30 07:00 | 44 | Jaroslav Pospíšil v Matias Zukas | 6-1,6-2 | |
| ITF M25 Praha | 09/16 08:00 | 25 | [320] Vít Kopřiva v Jaroslav Pospíšil [486] | 6-1,6-3 | |
| ITF M25 Praha | 09/15 10:10 | 44 | [406] Yshai Oliel v Jaroslav Pospíšil [486] | 7-5,6-2 | |
| ITF M25 Praha | 09/14 10:30 | 44 | Tadeas Paroulek v Jaroslav Pospíšil | 3-6,7-5,2-10 | |
| ITF M25 Praha | 09/13 11:00 | 44 | Jaroslav Pospíšil v Jurgen Zopp | 7-6,6-1 |