Stadium: Centre Court Round: 1 Ground: Hardcourt outdoor
| Challenger Champaign | 2023/11/19 17:00 | Patrick Kypson v Alex Michelsen | 6-4,6-3 |
| Challenger Champaign | 2023/11/18 19:35 | Titouan Droguet v Alex Michelsen | 6-2,4-6,3-6 |
| Challenger Champaign | 2023/11/17 17:00 | Martin Damm v Alex Michelsen | 1-6,6-1,4-6 |
| Challenger Champaign | 2023/11/16 18:20 | Sebastian Fanselow v Alex Michelsen | 3-6,2-6 |
| Challenger Champaign | 2023/11/15 01:25 | Bernard Tomic v Alex Michelsen | 4-6,0-6 |
| Challenger Knoxville | 2023/11/12 18:00 | Denis Kudla v Alex Michelsen | 5-7,6-4,2-6 |
| Challenger Knoxville | 2023/11/11 18:25 | Alex Michelsen v Tennys Sandgren | 6-2,2-6,6-4 |
| Challenger Knoxville | 2023/11/10 19:05 | Nishesh Basavareddy v Alex Michelsen | 3-6,3-6 |
| Challenger Danderyd | 2023/11/16 17:00 | Jakub Mensik v Hamad Medjedovic | 4-6,7-6,7-6 |
| Challenger Danderyd | 2023/11/15 11:00 | Stefano Travaglia v Hamad Medjedovic | 4-6,3-6 |
| ATP Sofia | 2023/11/07 08:00 | Hamad Medjedovic v Christopher O'Connell | 7-6,1-6,6-7 |
| ATP - Bazylea | 2023/10/21 11:45 | Benjamin Hassan v Hamad Medjedovic | 6-2,5-7,7-6 |
| ATP Antwerpia | 2023/10/15 14:00 | Hamad Medjedovic v Alexander Blockx | 6-7,2-6 |
| ATP Astana | 2023/10/02 09:30 | Sebastian Korda v Hamad Medjedovic | 6-7,7-6,7-6 |
| ATP Astana | 2023/10/01 06:00 | Jiri Lehecka v Hamad Medjedovic | 3-6,4-6 |
| ATP Astana | 2023/09/29 11:00 | Alexander Shevchenko v Hamad Medjedovic | 4-6,4-6 |