Stadium: Court 2 Round: 26 Ground: Hardcourt indoor
| ITF M25 - Barnstaple | 2020/02/11 10:00 | Jack Draper v Kristjan Tamm | 6-1,6-1 |
| Challenger - Bangkok | 2020/01/14 04:45 | Jack Draper v Denis Istomin | 4-6,2-6 |
| Challenger - Bangkok | 2020/01/12 06:40 | Jack Draper v Yunseong Chung | 7-6,6-3 |
| Challenger - Helsinki | 2019/11/12 13:25 | Elias Ymer v Jack Draper | 6-3,3-6,6-4 |
| Challenger - Helsinki | 2019/11/11 13:50 | Jonas Forejtek v Jack Draper | 6-3,3-6,4-6 |
| ITF M25 Fort Worth | 2019/10/24 18:05 | Nathan Ponwith v Jack Draper | 6-3,6-4 |
| ITF M25 Fort Worth | 2019/10/23 15:00 | Tyler Zink v Jack Draper | 2-6,1-6 |
| Challenger - Las Vegas | 2019/10/14 19:35 | Jack Draper v Ryan Peniston | 5-7,6-7 |
| ITF M25 - Barnstaple | 2020/02/11 11:30 | Alexander Donski v Leopold Zima | 6-1,3-6,4-6 |
| ITF M25 - Barnstaple | 2020/02/10 11:45 | Patrick Foley v Leopold Zima | 6-7,4-6 |
| ITF M25 - Nussloch | 2020/01/22 18:05 | Leopold Zima v Christopher Heyman | 3-6,7-6,4-6 |
| ITF M25 - Nussloch | 2020/01/20 16:00 | Leopold Zima v Jan Zielinski | 6-4,7-6 |
| ITF M25 - Nussloch | 2020/01/20 09:00 | Kirill Anton v Leopold Zima | 4-6,3-6 |
| ITF M25 - Nussloch | 2020/01/19 09:00 | Maik Steiner v Leopold Zima | 3-6,4-6 |
| ITF M15 - Manacor | 2020/01/12 09:00 | Leopold Zima v Daniel Rincon | 3-6,6-3,5-10 |
| ITF M15 - Manacor | 2020/01/06 10:30 | Hendrik Jebens v Leopold Zima | 6-3,3-6,10-8 |