Stadium: Court 12 Round: 166 Ground: Clay
| Challenger Orleans | 2018/09/24 10:35 | Hugo Nys v Tobias Simon | 4-6,6-3,6-3 |
| ITF M25 Barnstaple | 2019/02/13 11:35 | Tobias Simon v Lloyd Glasspool | 6-7,4-6 |
| ITF M25 Barnstaple | 2019/02/12 10:00 | Jacob Grills v Tobias Simon | 6-7,3-6 |
| ITF M25 Oberentfelden | 2019/02/07 19:50 | Tobias Simon v Sandro Ehrat | 7-6,3-6,6-7 |
| ITF M25 Oberentfelden | 2019/02/05 16:00 | Tobias Simon v Alexander Ritschard | 6-7,6-1,7-6 |
| ITF M25 Nussloch | 2019/01/25 13:00 | Tobias Simon v Alexander Erler | 4-6,6-7 |
| ITF M25 Nussloch | 2019/01/24 13:30 | Tobias Simon v Ryan Peniston | 7-6,6-4 |
| ITF M25 Nussloch | 2019/01/22 11:00 | Tobias Simon v Tim Heger | 6-3,6-4 |
| Challenger Canberra | 2019/01/07 03:00 | Hugo Grenier v Tobias Simon | 6-4,6-7,6-4 |
| Challenger Quimper | 2019/01/29 09:00 | Hugo Nys v Roman Safiullin | 4-6,4-6 |
| Challenger Canberra | 2019/01/07 23:00 | Tomislav Brkic v Hugo Nys | 6-2,4-6,7-5 |
| Challenger Canberra | 2019/01/06 23:00 | Lucas Vuradin v Hugo Nys | 3-6,1-6 |
| Challenger Noumea | 2019/01/03 00:50 | Hugo Nys v Noah Rubin | 3-6,5-7 |
| Challenger Noumea | 2019/01/01 01:25 | Duckhee Lee v Hugo Nys | 6-4,4-6,2-6 |
| Challenger Noumea | 2018/12/31 00:55 | Roberto Marcora v Hugo Nys | 4-6,4-6 |
| Challenger Orleans | 2018/09/26 13:45 | Hugo Nys v Elias Ymer | 2-6,6-7 |
| Challenger Orleans | 2018/09/24 10:35 | Hugo Nys v Tobias Simon | 4-6,6-3,6-3 |