Stadium: Court 2 Round: 26 Ground: Hardcourt indoor
| ITF Great Britain F3 | 2017/02/14 12:30 | Lloyd Glasspool v Tobias Simon | 5-7,6-7 |
| 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 Canberra | 2019/01/06 00:10 | Tom Evans v Tobias Simon | 3-6,2-6 |
| ITF M25 Barnstaple | 2019/02/12 12:25 | Lloyd Glasspool v Orlando Luz | 6-7,6-4,6-3 |
| ITF M25 Oberentfelden | 2019/02/09 14:45 | Lloyd Glasspool v Sandro Ehrat | 4-6,4-6 |
| ITF M25 Oberentfelden | 2019/02/08 17:50 | Elmar Ejupovic v Lloyd Glasspool | 3-6,6-7 |
| ITF M25 Oberentfelden | 2019/02/07 15:00 | Mattia Bellucci v Lloyd Glasspool | 7-6,5-7,0-6 |
| ITF M25 Oberentfelden | 2019/02/06 13:35 | Jules Okala v Lloyd Glasspool | 3-6,6-7 |
| ITF M25 Tucson | 2019/01/12 18:00 | Martin Redlicki v Lloyd Glasspool | 3-6,7-6,6-2 |
| ITF M25 Tucson | 2019/01/11 17:00 | Peter Kobelt v Lloyd Glasspool | 3-6,7-6,4-6 |
| ITF M25 Tucson | 2019/01/10 17:00 | Jenson Brooksby v Lloyd Glasspool | 3-6,2-6 |