Stadium: Court 6 Round: 54 Ground: Clay
| ITF M15 Kottingbrunn | 2023/08/16 08:00 | Leon Benedict v Lukas Palovic | 1-6,2-6 |
| ITF M15 Litija | 2023/06/12 11:00 | Nikola Basic v Leon Benedict | 6-3,6-0 |
| ITF M15 Bad Waltersdorf | 2022/08/21 11:00 | Leon Benedict v Csongor Hejjas | 2-6,3-6 |
| ITF M15 Bad Waltersdorf | 2022/08/15 07:00 | Yvo Panak v Leon Benedict | 6-2,6-7,10-7 |
| ITF M15 Bad Waltersdorf | 2022/08/14 07:00 | Leon Benedict v Jan Dimitrijevic | 2-6,7-5,11-9 |
| ITF M25 Antalya | 2022/03/06 07:00 | Leon Benedict v Mohamed Ali Abibsi | 4-6,7-5,8-10 |
| ITF M15 Antalya | 2022/02/28 16:00 | Leon Benedict v Alan Postay | 7-5,0-6,8-10 |
| ITF M15 Antalya | 2022/02/27 07:00 | Michael Avetisyan v Leon Benedict | 5-7,4-6 |
| ITF M25 Madrid | 2023/09/10 15:00 | Josip Simundza v Rodrigo Mora Clement | 6-2,6-4 |
| ITF M15 Budapest | 2023/09/06 10:00 | Josip Simundza v Gabriel Decamps | 1-6,4-6 |
| ITF M15 Budapest | 2023/09/04 10:00 | Josip Simundza v Kevin Humpfner | 2-6,3-6 |
| ITF M15 Budapest | 2023/09/03 09:30 | Josip Simundza v Gregor Hausberger | 6-1,5-7,12-10 |
| ITF M25 Osijek | 2023/08/08 11:15 | Dusan Obradovic v Josip Simundza | 6-3,6-4 |
| ITF M15 Celje | 2023/06/27 08:45 | Josip Simundza v Maurus Malgiaritta | 2-6,6-7 |
| ITF M15 Celje | 2023/06/26 09:30 | Michal Novansky v Josip Simundza | 2-6,4-6 |
| ITF M15 Store | 2023/06/20 08:00 | Filip Jeff Planinsek v Josip Simundza | 3-6,6-3,10-8 |