Stadium: Court 5 Round: 25 Ground: Clay
| Challenger Champaign | 2023/11/16 18:20 | Sebastian Fanselow v Alex Michelsen | 3-6,2-6 |
| Challenger Champaign | 2023/11/15 00:15 | Aidan Mchugh v Sebastian Fanselow | 2-6,6-4,3-6 |
| Challenger Knoxville | 2023/11/09 16:00 | Zachary Svajda v Sebastian Fanselow | 6-2,7-5 |
| Challenger Knoxville | 2023/11/07 21:40 | Sebastian Fanselow v Cannon Kingsley | 6-4,6-2 |
| Challenger Knoxville | 2023/11/06 17:35 | Sebastian Fanselow v Alex Rybakov | 6-7,6-4,6-4 |
| Challenger Knoxville | 2023/11/05 19:00 | Sebastian Fanselow v Kyle Kang | 6-3,6-3 |
| Challenger Charlottesville | 2023/10/30 15:50 | Sebastian Fanselow v Darian King | 3-6,2-6 |
| Challenger Charlottesville | 2023/10/29 20:25 | Sebastian Fanselow v Fons Van Sambeek | 6-0,6-1 |
| Challenger Maia | 2023/11/27 11:00 | Karl Friberg v Aleksandr Braynin | 5-7,6-1,6-3 |
| Challenger Maia | 2023/11/26 13:10 | Karl Friberg v Tiago Pereira | 4-6,6-3,6-1 |
| Challenger Danderyd | 2023/11/15 17:30 | Denis Yevseyev v Karl Friberg | 6-2,6-3 |
| ITF M25 Trnava | 2023/11/12 10:00 | Karl Friberg v Lukas Pokorny | 6-4,6-4 |
| ITF M25 Trnava | 2023/11/11 09:00 | Karl Friberg v Remy Bertola | 7-5,6-4 |
| ITF M25 Trnava | 2023/11/10 09:00 | Matej Vocel v Karl Friberg | 4-6,2-6 |
| ITF M25 Trnava | 2023/11/09 08:55 | Alastair Gray v Karl Friberg | 6-1,5-7,3-6 |
| ITF M25 Trnava | 2023/11/08 10:40 | Aleksandr Braynin v Karl Friberg | 6-3,6-7,4-6 |