Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Champaign | 2023/09/11 15:00 | Ryan Dickerson v Rollins, Pierce | 4-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/27 17:15 | Ryan Dickerson v Darian King | 7-5,1-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/26 17:40 | Stice, Tyler v Ryan Dickerson | 6-2,4-6,1-6 |
| ITF M15 Pittsburgh | 2023/07/25 14:00 | Ryan Dickerson v Semen Pankin | 6-1,6-1 |
| ITF M15 Pittsburgh | 2023/07/24 14:00 | Ryan Dickerson v Nicholas Heng | 6-3,6-3 |
| Rochester, Singles M-ITF-USA-19A | 2023/07/19 14:30 | Ryan Dickerson v Stice, Tyler | 6-7,1-6 |
| ITF M15 Huntsville | 2023/05/24 21:55 | Ryan Dickerson v Tristan McCormick | 4-6,3-6 |
| ITF M15 Huntsville | 2023/05/23 17:00 | Ryan Dickerson v Hank Trondson | 6-2,6-0 |
| UTR Pro Osaka | 2023/07/30 03:00 | Matsushita, Ryoma v Fujii Yuto | 6-1,6-1 |
| UTR Pro Osaka | 2023/07/28 06:54 | Hiromasa Koyama v Matsushita, Ryoma | 1-6,2-6 |
| UTR Pro Osaka | 2023/07/26 06:24 | Brody Nejedly-Krall v Matsushita, Ryoma | 2-6,6-7 |
| UTR Pro Osaka | 2023/07/24 05:30 | Shu Matsuoka v Matsushita, Ryoma | 3-6,5-7 |
| UTR Pro Miki | 2023/07/02 00:30 | Matsushita, Ryoma v Ryoma Mishiro | 2-6,1-6 |
| UTR Pro Miki | 2023/07/01 06:47 | Matsushita, Ryoma v Sota Minami | 6-1,4-6,5-1 |
| UTR Pro Miki | 2023/06/30 02:00 | Matsushita, Ryoma v Ryotaro Taguchi | 4-6,3-6 |
| UTR Pro Miki | 2023/06/29 06:00 | Matsushita, Ryoma v Mizuki Kawada | 6-4,7-6 |