Estadio: Court 5 Round: 19 Ground: Hardcourt outdoor
| Challenger de Potchefstroom - Clasificación | 2021/02/14 11:20 | Jack Draper v Nick Chappell | 6-4,6-4 |
| Challenger de Potchefstroom | 2021/02/08 09:00 | Nick Chappell v Jack Draper | 6-3,6-4 |
| Challenger de Potchefstroom | 2021/02/07 14:05 | Devin Badenhorst v Jack Draper | 1-6,1-6 |
| Battle of the Brits | 2020/12/23 11:20 | Jack Draper v Anton Matusevich | 3-6,6-2,8-10 |
| Battle of the Brits | 2020/12/22 11:30 | Jack Draper v Jay Clarke | 6-4,6-1 |
| Battle of the Brits | 2020/12/21 13:50 | Cameron Norrie v Jack Draper | 6-7,6-7 |
| Battle of the Brits | 2020/12/20 10:00 | Jack Draper v Liam Broady | 6-7,4-6 |
| Challenger de Bratislava | 2020/11/08 12:40 | Mathias Bourgue v Jack Draper | 6-7,6-4,6-4 |
| Challenger de Potchefstroom - Clasificación | 2021/02/14 11:00 | Jamie Davies v Benjamin Hassan | 3-6,4-6 |
| Challenger de Potchefstroom | 2021/02/14 10:55 | Jamie Davis v Benjamin Hassan | 3-6,4-6 |
| Challenger de Potchefstroom | 2021/02/08 08:00 | Benjamin Hassan v Ryan Peniston | 3-6,1-6 |
| Challenger de Potchefstroom | 2021/02/07 08:00 | Jesper De Jong v Benjamin Hassan | 7-6,4-6,3-6 |
| ITF M15 Bressuire | 2021/01/22 11:20 | Matteo Martineau v Benjamin Hassan | 6-4,2-6,6-4 |
| ITF M15 Bressuire | 2021/01/21 12:20 | Benjamin Hassan v Baptiste Crepatte | 6-2,6-4 |
| ITF M15 Bressuire | 2021/01/20 13:40 | Benjamin Hassan v Dan Added | 6-3,6-1 |
| Campeonato de Alemania | 2020/12/13 10:00 | Elmar Ejupovic v Benjamin Hassan | 6-4,6-7,4-6 |