Stadium: Court 1 Round: 27 Ground: Hardcourt indoor
| ITF M25 Kiseljak | 2019/05/28 10:30 | Marko Miladinovic v Robert Strombachs | 6-1,6-1 |
| ITF M15 Brcko | 2019/05/21 16:10 | Artem Dubrivnyy v Robert Strombachs | 7-6,6-4 |
| ITF M25 Doboj | 2019/05/15 10:20 | Pierre Faivre v Robert Strombachs | 6-1,6-1 |
| ITF M25 Prijedor | 2019/05/10 10:55 | Marko Miladinovic v Robert Strombachs | 2-6,6-3,6-3 |
| ITF M25 Prijedor | 2019/05/08 10:20 | Alen Rogic-Hadzalic v Robert Strombachs | 4-6,1-6 |
| ITF M15 Sharm El Sheikh | 2019/04/05 08:00 | Daniel Michalski v Robert Strombachs | 6-4,6-0 |
| ITF M15 Sharm El Sheikh | 2019/04/04 08:00 | Stuart Parker v Robert Strombachs | 1-6,7-6,2-6 |
| ITF M15 Sharm El Sheikh | 2019/04/03 09:45 | Simon Beaupain v Robert Strombachs | 1-6,6-4,4-6 |
| Challenger Bratislava | 2019/06/17 15:20 | Jeremy Jahn v Tobias Simon | 6-4,6-7,6-1 |
| ITF M25 Huelva | 2019/06/14 15:00 | Tobias Simon v Pol Martin Tiffon | 4-6,4-6 |
| ITF M25 Huelva | 2019/06/13 17:00 | Tobias Simon v Evan Furness | 6-3,6-7,6-1 |
| ITF M25 Huelva | 2019/06/12 13:25 | Tobias Simon v Luis Faria | 6-3,7-6 |
| Challenger Poznan | 2019/06/03 08:00 | Tobias Simon v Jacopo Berrettini | 2-6,4-6 |
| ITF M25 Most | 2019/05/29 08:00 | Tobias Simon v Dominik Recek | 5-7,4-6 |
| Challenger Samarkand | 2019/05/13 11:20 | Alexander Zhurbin v Tobias Simon | 7-6,6-7,7-5 |
| Challenger Shymkent | 2019/05/09 10:45 | Tobias Simon v Jay Clarke | 2-6,7-5,6-7 |