Stadium: Court 4 Round: 54 Ground: Clay
| ITF M15 Porec | 2023/03/05 09:00 | Yannick Penkner v Fran Rakonic | 4-6,6-4,8-10 |
| ITF M25 Antalya | 2023/02/05 07:00 | Alex Barrena v Yannick Penkner | 6-1,6-0 |
| ITF M25 Maribor Qual | 2022/09/04 15:30 | Tim Heger v Yannick Penkner | 6-0,6-3 |
| ITF M15 Bad Waltersdorf | 2022/08/22 07:00 | Yannick Penkner v Yvo Panak | 3-6,1-6 |
| ITF M15 Bad Waltersdorf | 2022/08/21 09:00 | Yannick Penkner v Pietro Mugelli | 5-7,6-3,10-7 |
| ITF M15 Warmbad-Villach | 2022/05/15 10:00 | Martin Benes v Yannick Penkner | 6-3,6-1 |
| ITF M15 Antalya | 2022/05/08 07:00 | George Botezan v Yannick Penkner | 6-1,6-1 |
| ITF M15 Antalya | 2022/05/01 07:00 | Yannick Penkner v Mehdi Naqvi | 1-6,7-6,6-10 |
| ITF M15 Sharm El Sheikh | 2023/03/21 09:35 | Chukang Wang v Jack Karlsson Winstrand | 6-4,6-3 |
| ITF M15 Sharm El Sheikh | 2023/03/19 13:00 | Pavlo Rezoglazov v Jack Karlsson Winstrand | 1-6,0-6 |
| ITF M15 Sharm El Sheikh | 2023/03/13 08:00 | Jack Karlsson Winstrand v Hamish Stewart | 1-6,3-6 |
| ITF M15 Sharm El Sheikh | 2023/03/12 08:00 | Mohamad Gomaa v Jack Karlsson Winstrand | 0-6,4-6 |
| ITF M25 Bath | 2023/02/06 11:40 | Sean Hodkin v Jack Karlsson Winstrand | 6-4,6-2 |
| ITF M25 Bath | 2023/02/05 09:55 | Scott Lawrence v Jack Karlsson Winstrand | 1-6,3-6 |
| ITF M25 Sunderland | 2023/01/22 14:00 | David Quayle v Jack Karlsson Winstrand | 6-1,7-6 |
| ITF M25 Doha | 2023/01/16 13:45 | Jack Karlsson Winstrand v Niels Visker | 2-6,1-6 |