Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2020/09/16 08:00 | Jack Gibbens v Imran Sibille | 6-4,6-2 |
| ITF M15 Paguera | 2020/02/16 11:00 | Imran Sibille v Christopher Patzanovsky | 2-6,1-6 |
| ITF M15 Manacor | 2020/01/12 11:30 | Imran Sibille v Alberto Barroso Campos | 0-6,0-6 |
| Challenger Mallorca | 2019/08/26 17:00 | Imran Sibille v Andy Murray | 0-6,1-6 |
| ITF Greece F6 | 2018/10/27 09:00 | Adam Jones v Imran Sibille | 6-0,6-2 |
| ITF Portugal F20 | 2018/10/07 10:30 | Aitor Aramburu v Imran Sibille | 3-6,6-3,6-1 |
| ITF Spain F30 | 2018/09/30 09:00 | Imran Sibille v Roger Ordeig | 1-6,1-6 |
| ITF Spain F30 | 2018/09/29 12:00 | Imran Sibille v Gerard E Juan | 7-5,2-6,7-5 |
| ITF M15 Monastir | 2020/09/19 08:30 | Benedikt Henning v Alexander Shevchenko | 2-6,3-6 |
| ITF M15 Monastir | 2020/09/18 10:20 | Benedikt Henning v Simon Carr | 6-3,6-4 |
| ITF M15 Monastir | 2020/09/17 09:30 | Benedikt Henning v Matias Franco Descotte | 5-7,6-3,6-3 |
| ITF M15 Monastir | 2020/09/16 09:55 | Benedikt Henning v Daniil Glinka | 7-5,6-4 |
| ITF M15 Monastir | 2020/09/15 09:30 | Alexander Kotzen v Benedikt Henning | 6-1,6-3 |
| ITF M15 Monastir | 2020/09/13 10:30 | Mark Owen Endler v Benedikt Henning | 0-6,3-6 |
| ITF M15 Cancun | 2020/01/15 15:30 | Alessandro Bega v Benedikt Henning | 6-4,6-3 |
| ITF M15 Cancun | 2020/01/12 17:00 | Benedikt Henning v Matt Kuhar | 6-4,7-6 |