Stadium: Court 2 Round: 62 Ground: Clay
| ITF M15 Constanta | 2023/09/07 07:00 | Lautaro Agustin Falabella v Jeremy Gschwendtner | 6-2,7-6 |
| ITF M15 Constanta | 2023/09/06 10:40 | Jeremy Gschwendtner v Vlad Andrei Dumitru | 6-4,6-4 |
| ITF M15 Constanta | 2023/09/05 07:00 | Alan Postay v Jeremy Gschwendtner | 1-6,1-6 |
| ITF M15 Constanta | 2023/09/04 07:00 | Carl Holder v Jeremy Gschwendtner | 5-7,1-6 |
| ITF M15 Constanta | 2023/09/03 06:00 | Jeremy Gschwendtner v Adrian Mateo Bejenaru | 7-5,6-0 |
| ITF M15 Bukarest | 2023/08/27 11:30 | Bogdan Pavel v Jeremy Gschwendtner | 6-2,6-2 |
| UTR Pro London | 2023/05/21 10:18 | Jeremy Gschwendtner v Kabeer Kapasi | 4-6,6-3,6-4 |
| UTR Pro London | 2023/05/20 07:00 | Jeremy Gschwendtner v Ed Pudney | 6-3,6-7,6-2 |
| ITF M15 Bad Waltersdorf | 2023/10/01 07:00 | Tomas Lanik v Dennis Dragomirov | 6-4,6-2 |
| ITF M15 Buschhausen | 2023/09/11 12:30 | Dennis Dragomirov v Noel Larwig | 3-6,2-6 |
| ITF M15 Buschhausen | 2023/09/11 08:00 | Taym Alazmeh v Dennis Dragomirov | 6-2,4-6,7-10 |
| ITF M25 Maribor | 2023/09/04 11:10 | Nikola Puntaric v Dennis Dragomirov | 7-5,6-4 |
| ITF M15 Viin | 2023/08/28 08:00 | Janos Fekete v Dennis Dragomirov | 6-2,6-3 |
| ITF M15 Viin | 2023/08/27 10:30 | Thomas Rohseano v Dennis Dragomirov | 2-6,0-6 |
| ITF M15 Kottingbrunn | 2023/08/15 07:55 | Mohamed Safwat v Dennis Dragomirov | 6-4,6-4 |
| ITF M15 Kottingbrunn | 2023/08/14 10:30 | Dennis Dragomirov v Andrej Krajcik | 6-4,6-2 |