Stadium: Court 3 Round: 25 Ground: Hardcourt indoor
| ITF M15 Telde | 2023/04/16 07:00 | Ian Luca Cervantes Tomas v Jack Karlsson Winstrand | 7-6,0-6,10-8 |
| ITF M15 Telde | 2023/04/09 09:00 | Yannick Penkner v Jack Karlsson Winstrand | 6-3,7-6 |
| 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 Nottingham | 2023/05/02 09:00 | Alfredo Perez v Karl Friberg | 6-3,6-2 |
| Challenger Ostrava | 2023/04/24 09:50 | Guido Andreozzi v Karl Friberg | 6-3,6-3 |
| Challenger Ostrava | 2023/04/23 12:50 | Robert Galloway v Karl Friberg | 6-7,4-6 |
| ITF M25 Nottingham | 2023/04/21 09:00 | Daniel Little v Karl Friberg | 6-3,6-2 |
| ITF M25 Nottingham | 2023/04/20 10:55 | Neil Oberleitner v Karl Friberg | 6-7,6-2,5-7 |
| ITF M25 Nottingham | 2023/04/18 09:00 | Ben Jones v Karl Friberg | 3-6,0-6 |
| ITF M25 Trnava | 2023/04/02 09:00 | Jakub Mensik v Karl Friberg | 7-6,6-3 |
| ITF M25 Trnava | 2023/04/01 09:00 | Tibo Colson v Karl Friberg | 2-6,4-6 |