Stadium: Firkins Stadium Round: 166 Ground: Clay
| ITF - M15 Rovinj | 2019/03/21 09:00 | Nagy, Peter v Benjamin Hassan | 6-3,4-6,6-1 |
| ITF - M15 Rovinj | 2019/03/20 13:05 | Sabanov, Matej v Benjamin Hassan | 4-6,6-3,3-6 |
| ITF - M15 Porec | 2019/03/15 09:00 | Benjamin Hassan v Ergi Kirkin | 6-1,4-6,2-6 |
| ITF - M15 Porec | 2019/03/14 09:00 | Benjamin Hassan v Domagoj Biljesko | 6-4,6-4 |
| ITF - M15 Porec | 2019/03/12 14:40 | Benjamin Hassan v Peter Heller | 3-6,7-6,6-4 |
| ITF M25 Glasgow | 2019/02/19 10:00 | Benjamin Hassan v Igor Sijsling | 5-7,3-6 |
| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2019/02/15 12:55 | van Rijthoven, Tim v Benjamin Hassan | 6-3,6-4 |
| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2019/02/14 10:30 | Benjamin Hassan v Doumbia, Sadio | 5-7,6-2,7-6 |
| ATP - Miami | 2019/03/18 14:00 | Khan, Zane v Granollers, Marcel | 2-6,3-6 |
| Challenger - Indian Wells | 2019/02/25 18:00 | Khan, Zane v Yosuke Watanuki | 6-3,2-6,2-6 |
| ITF USA F21 Qual | 2018/07/31 17:50 | Khan, Zane v Hamilton, Grey | 2-6,5-7 |
| ITF USA F21 Qual | 2018/07/30 15:00 | Perez, Alfredo v Khan, Zane | 6-7,6-2,1-6 |