Stadium: Center Court Round: 28 Ground: Hardcourt outdoor
| Challenger Tiburon | 2022/10/04 21:05 | Juncheng Shang v Alex Michelsen | 5-7,6-4,6-7 |
| Challenger Chicago | 2023/07/15 00:30 | Ethan Quinn v Juncheng Shang | 5-7,1-6 |
| Challenger Chicago | 2023/07/13 15:00 | Illya Marchenko v Juncheng Shang | 5-7,3-6 |
| Wimbledon | 2023/06/26 13:05 | Matteo Arnaldi v Juncheng Shang | 3-6,7-6,7-5 |
| Challenger Ilkley | 2023/06/22 14:15 | Jason Kubler v Juncheng Shang | 6-3,6-4 |
| Challenger Ilkley | 2023/06/21 15:05 | Juncheng Shang v David Goffin | 6-1,6-7,6-4 |
| Challenger Ilkley | 2023/06/20 17:10 | Emilio Gomez v Juncheng Shang | 3-6,6-7 |
| Challenger Ilkley | 2023/06/18 12:40 | Juncheng Shang v Oleksii Krutykh | 6-1,6-4 |
| Challenger Ilkley | 2023/06/17 15:05 | Juncheng Shang v Stuart Parker | 6-7,6-3,6-4 |
| Challenger Chicago | 2023/07/14 18:10 | Kei Nishikori v Alex Michelsen | 6-7,6-3,1-6 |
| Challenger Chicago | 2023/07/13 16:55 | Alex Michelsen v Aleksandar Kovacevic | 6-4,6-2 |
| Challenger Chicago | 2023/07/11 17:20 | Li Tu v Alex Michelsen | 6-7,7-6,6-7 |
| ATP Mallorca | 2023/06/26 12:00 | Alex Michelsen v Christopher Eubanks | 3-6,7-6,5-7 |
| ATP Mallorca | 2023/06/25 13:10 | Lloyd Harris v Alex Michelsen | 6-7,6-4,6-1 |
| ATP Mallorca | 2023/06/24 12:50 | Daniel Masur v Alex Michelsen | 5-7,4-6 |
| Challenger Blois | 2023/06/20 10:55 | Murkel Dellien v Alex Michelsen | 6-3,7-5 |
| Challenger Blois | 2023/06/19 12:25 | Alex Michelsen v Juan Bautista Otegui | 5-7,6-3,6-3 |