Stadion: Court 9 Round: 54 Ground: Clay
| ITF - M25 - Pensacola | 2023/05/17 17:40 | Bruno Kuzuhara v Ryan Dickerson | 4-6,7-5,6-5 |
| ITF - M25 - Pensacola | 2023/05/16 14:30 | Ryan Dickerson v Bogdan Pavel | 3-6,7-6,10-5 |
| ITF - M25 - Pensacola | 2023/05/15 14:30 | Ryan Dickerson v Lawrence Sciglitano | 3-6,6-1,10-4 |
| ITF - M15 - Naples | 2023/03/01 16:55 | Federico Agustin Gomez v Ryan Dickerson | 6-4,7-6 |
| ITF - M15 - Naples | 2023/02/28 14:30 | Kousuke Ogura v Ryan Dickerson | 0-6,2-6 |
| ITF - M15 - Naples | 2023/02/27 17:00 | Ryan Dickerson v Jakub Wojcik | 2-6,6-4,10-6 |
| ITF - M15 - Naples | 2023/02/23 15:00 | Ryan Dickerson v Ozan Baris | 4-6,7-6,2-6 |
| ITF - M15 - Naples | 2023/02/22 17:35 | Gonzalo Bueno v Ryan Dickerson | 6-1,4-6,0-6 |
| UTR Pro - San Antonio | 2023/03/19 14:00 | Eli Stephenson v Hank Trondson | 5-7,6-3,6-7 |
| UTR Pro - San Antonio | 2023/03/18 23:45 | Roberto Ferrer Guimaraes v Hank Trondson | 5-7,4-6 |
| UTR Pro - San Antonio | 2023/03/17 17:38 | Hank Trondson v Markus Ekstrand | 4-6,6-4,6-7 |
| UTR Pro - San Antonio | 2023/03/16 20:00 | Hank Trondson v Meethre Barot | 6-4,6-7,7-6 |
| UTR Pro - San Antonio | 2023/03/15 18:30 | Harrison Adams v Hank Trondson | 1-6,0-1 |
| UTR Pro - San Antonio | 2023/03/14 17:07 | Sasha Rozin v Hank Trondson | 6-2,6-1 |
| UTR Pro - Kalifornien | 2023/03/04 22:36 | Oleksiy Arovin v Hank Trondson | 6-3,4-6,6-2 |
| UTR Pro - Kalifornien | 2023/03/03 23:30 | Greyson Casey v Hank Trondson | 1-6,2-6 |