Stadium: Displaymax Court Round: 54 Ground: Clay
| ITF M15 Frankfurt Am Main | 2023/08/10 12:50 | Aleksandre Metreveli v Gregor Ramskogler | 6-4,6-2 |
| ITF M15 Frankfurt Am Main | 2023/08/09 12:20 | Gregor Ramskogler v Dax Donders | 6-3,6-7,6-3 |
| ITF M15 Frankfurt Am Main | 2023/08/07 16:00 | Gregor Ramskogler v Mark Wallner | 6-4,7-5 |
| ITF M15 Frankfurt Am Main | 2023/08/07 10:00 | Gregor Ramskogler v Bengt Johan Reinhard | 6-2,6-4 |
| ITF M15 Fayetteville | 2022/09/22 14:00 | Gregor Ramskogler v Warren Wood | 7-5,4-6,0-6 |
| ITF M15 Fayetteville | 2022/09/21 16:15 | Osgar O'Hoisin v Gregor Ramskogler | 6-7,3-6 |
| ITF M25 Fayetteville | 2022/09/20 15:00 | Finn Reynolds v Gregor Ramskogler | 2-6,4-6 |
| ITF M15 Frankfurt Am Main | 2022/08/11 09:00 | Imanol L Morillo v Gregor Ramskogler | 6-4,6-2 |
| ITF M25 Lodz | 2023/08/07 13:30 | Francesco Ferrari v Jakub Ostajewski | 6-3,6-3 |
| ITF M25 Edwardsville | 2023/07/24 14:00 | Jakub Ostajewski v Bjorn Swenson | 4-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/18 14:00 | Jakub Ostajewski v Maxime St-Hilaire | 1-6,0-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/28 11:30 | Tomas Zlatohlavek v Jakub Ostajewski | 6-3,6-1 |
| ITF M15 Warmbad-Villach | 2023/05/21 10:00 | Jakub Ostajewski v Jimmy Yang | 4-6,5-7 |
| ITF M15 Warmbad-Villach | 2023/05/21 07:00 | Jakub Ostajewski v Zan M Mihovec | 6-0,6-0 |
| UTR Pro Thessaloniki | 2023/04/29 05:00 | Jakub Ostajewski v Besir Durguti | 1-6,4-6 |
| UTR Pro Thessaloniki | 2023/04/28 08:00 | Jakub Ostajewski v Enrique Bogo | 6-2,1-6,3-6 |