Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| ITF M15 Sharm El Sheikh | 2021/03/04 07:30 | Shintaro Imai v Jakub Paul | 4-6,4-6 |
| Challenger Biel | 2021/09/21 10:00 | Jakub Paul v Alexander Ritschard | 4-6,4-6 |
| Challenger Biel | 2021/09/20 09:00 | Tobias Simon v Jakub Paul | 4-6,4-6 |
| Challenger Biel | 2021/09/19 09:30 | Jakub Paul v Christopher Heyman | 7-6,4-6,7-5 |
| ITF M25 Sierre | 2021/09/02 09:30 | Patrick Kypson v Jakub Paul | 4-6,6-1,6-1 |
| ITF M25 Sierre | 2021/09/01 11:10 | Jakub Paul v Pietro Rondoni | 7-6,6-3 |
| ITF M25 Caslano | 2021/08/26 08:30 | Alejandro Gonzalez v Jakub Paul | 6-2,7-5 |
| ITF M25 Caslano | 2021/08/25 08:30 | Jakub Paul v Valentin Vacherot | 6-3,7-6 |
| ITF M25 Muttenz | 2021/08/22 08:30 | Otto Virtanen v Jakub Paul | 1-6,5-7 |
| ITF M25 Jönköping | 2021/09/24 09:35 | Viktor Durasovic v Shintaro Imai | 7-5,7-6 |
| ITF M25 Jönköping | 2021/09/23 09:30 | Shintaro Imai v Filip Bergevi | 6-4,7-6 |
| ITF M25 Jönköping | 2021/09/22 11:45 | Shintaro Imai v Valentin Royer | 6-4,6-3 |
| ITF M25 Jönköping | 2021/09/21 14:45 | Shintaro Imai v Leo Borg | 6-3,6-2 |
| ITF M25 Sintra | 2021/09/16 11:05 | Alejandro Moro Canas v Shintaro Imai | 6-7,6-1,6-3 |
| ITF M25 Sintra | 2021/09/14 17:45 | Alibek Kachmazov v Shintaro Imai | 3-6,6-3,2-6 |
| ITF M25 Sintra | 2021/09/09 11:25 | Luis Faria v Shintaro Imai | 7-5,7-5 |
| ITF M25 Sintra | 2021/09/08 09:00 | Christian Langmo v Shintaro Imai | 5-7,6-2,6-7 |