Estádio: Court 1 Round: 62 Ground: Hardcourt outdoor
| 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 Doa | 2023/01/16 13:45 | Jack Karlsson Winstrand v Niels Visker | 2-6,1-6 |
| ITF - M25 Doa | 2023/01/15 16:30 | Jack Karlsson Winstrand v Ivan Kremenchutskyi | 6-4,6-4 |
| ITF - M25 Trnava | 2022/12/05 09:00 | Mika Brunold v Jack Karlsson Winstrand | 7-6,6-3 |
| ITF - M15 Heraklion | 2022/10/30 10:00 | Jack Karlsson Winstrand v Michael Shaw | 1-6,6-3,5-10 |
| ITF - M15 Sharm El Sheikh | 2023/03/12 10:00 | Vasilios Caripi v Hamish Stewart | 3-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2023/03/08 10:45 | Hamish Stewart v Saba Purtseladze | 6-7,6-7 |
| ITF - M15 Sharm El Sheikh | 2023/03/07 10:05 | Wishaya Trongcharoenchaikul v Hamish Stewart | 4-6,0-6 |
| ITF - M15 Sharm El Sheikh | 2023/03/06 08:00 | Filippo Mondini v Hamish Stewart | 2-6,1-6 |
| ITF - M15 Sharm El Sheikh | 2023/03/05 10:00 | Dennis Dragomirov v Hamish Stewart | 3-6,0-6 |
| ITF - M25 Bath | 2023/02/10 12:20 | George Loffhagen v Hamish Stewart | 7-6,6-7,6-4 |
| ITF - M25 Bath | 2023/02/09 12:50 | Patrick Brady v Hamish Stewart | 3-6,6-4,1-6 |
| ITF - M25 Bath | 2023/02/08 14:05 | Hamish Stewart v Filip Peliwo | 7-6,6-4 |