Stadium: AFT Court Round: 62 Ground: Clay
| ITF M25 Ricany | 2021/08/31 09:35 | Mateus Alves v Colin Sinclair | 6-7,6-3,6-4 |
| ITF M15 Huy | 2021/08/24 13:00 | Raphael Collignon v Colin Sinclair | 4-6,7-6,6-2 |
| UTR Pro Tennis Series Portoroz | 2021/08/21 09:30 | Oleksandr Bielinskyi v Colin Sinclair | 3-6,3-4 |
| UTR Pro Tennis Series Portoroz | 2021/08/20 11:00 | Colin Sinclair v Tilen Zitnik | 6-3,6-1 |
| UTR Pro Tennis Series Portoroz | 2021/08/19 15:30 | Colin Sinclair v Aleksa Pisaric | 6-3,5-2 |
| UTR Pro Tennis Series Portoroz | 2021/08/18 12:30 | Yanais Laurent v Colin Sinclair | 5-7,5-7 |
| UTR Pro Tennis Series Portoroz | 2021/08/17 11:00 | Jan Vehovec v Colin Sinclair | 2-6,1-5 |
| ITF M15 Sofia | 2021/07/06 09:50 | Colin Sinclair v Dragos Nicolae Madaras | 3-6,2-6 |
| ITF M25 Eupen | 2021/09/05 07:30 | Alexander Wolfschmidt v Maxim Eyers | 6-0,6-3 |
| ITF M15 Allershausen | 2021/08/31 08:00 | Alexander Wolfschmidt v Oliver Olsson | 3-6,1-6 |
| ITF M15 Allershausen | 2021/08/30 10:30 | Loic Cloes v Alexander Wolfschmidt | 5-7,6-3,8-10 |
| ITF M25 Caslano | 2021/08/23 08:00 | Alexander Wolfschmidt v Carlo Alberto Fossati | 6-7,3-6 |
| ITF M25 Ueberlingen | 2021/08/17 11:10 | Liam Gavrielides v Alexander Wolfschmidt | 7-5,6-2 |
| ITF M15 Gdynia | 2021/08/09 08:00 | Illya Beloborodko v Alexander Wolfschmidt | 6-1,6-2 |
| ITF M15 Gdynia | 2021/08/08 08:00 | Adam Bronka v Alexander Wolfschmidt | 2-6,1-6 |
| ITF M25 Grodzisk Mazowiecki | 2021/08/02 12:30 | Alexander Wolfschmidt v Dawid Taczala | 0-6,5-7 |