Stadium: Court 3 Round: 25 Ground: Hardcourt indoor
| ITF M15 Kalmar | 2023/05/17 09:40 | Karl Friberg v Jack Karlsson Winstrand | 6-3,6-0 |
| ITF M25 Falun | 2023/09/25 08:00 | Adam Heinonen v Jack Karlsson Winstrand | 6-1,6-3 |
| ITF M25 Falun | 2023/09/24 08:00 | Samuel Rovai v Jack Karlsson Winstrand | 6-7,2-6 |
| ITF M15 Danderyd | 2023/09/20 10:30 | Milos Karol v Jack Karlsson Winstrand | 2-6,6-3,6-4 |
| ITF M15 Danderyd | 2023/09/19 08:00 | Jack Karlsson Winstrand v Julien De Cuyper | 6-4,6-1 |
| ITF M15 Danderyd | 2023/09/18 12:05 | Jack Karlsson Winstrand v Tsegai Gebremeskel | 6-0,6-0 |
| ITF M15 Szczawno | 2023/08/31 12:00 | Karol Filar v Jack Karlsson Winstrand | 6-4,3-6,6-2 |
| ITF M15 Szczawno | 2023/08/30 11:50 | Jack Karlsson Winstrand v Maxime Mora | 1-6,6-4,6-4 |
| ITF M15 Szczawno | 2023/08/29 09:30 | Jack Karlsson Winstrand v Henrik Bladelius | 6-4,5-7,10-4 |
| ITF M15 Danderyd | 2023/09/23 08:00 | Karl Friberg v Giles Hussey | 5-7,6-7 |
| ITF M15 Danderyd | 2023/09/22 09:30 | Karl Friberg v Hamish Stewart | 7-5,6-3 |
| ITF M15 Danderyd | 2023/09/21 10:20 | Karl Friberg v Alexander Blockx | 6-4,6-2 |
| ITF M15 Danderyd | 2023/09/20 08:00 | Karl Friberg v William Rejchtman Vinciguerra | 3-6,6-2,6-3 |
| Challenger Cassis | 2023/09/04 09:55 | Karl Friberg v Ramkumar Ramanathan | 3-6,0-6 |
| Challenger Cassis | 2023/09/03 10:45 | Karl Friberg v Hugo Cardinaud | 6-3,6-1 |
| Challenger Como | 2023/08/27 08:00 | Santiago Rodriguez Taverna v Karl Friberg | 7-5,7-6 |
| ITF M25 Ystad | 2023/08/19 10:00 | Karl Friberg v Marvin Moeller | 3-6,6-3,2-6 |