Stadium: Court 9 Round: 54 Ground: Clay
| ITF M25 Pensacola | 2023/05/17 17:40 | Bruno Kuzuhara v Dickerson, Ryan | 4-6,7-5,6-5 |
| ITF M25 Pensacola | 2023/05/16 14:30 | Dickerson, Ryan v 파벨, 보그단 | 3-6,7-6,10-5 |
| ITF M25 Pensacola | 2023/05/15 14:30 | Dickerson, Ryan v Lawrence Sciglitano | 3-6,6-1,10-4 |
| ITF M15 Naples | 2023/03/01 16:55 | Gomez, Federico Agustin v Dickerson, Ryan | 6-4,7-6 |
| ITF M15 Naples | 2023/02/28 14:30 | 오구라, 코스케 v Dickerson, Ryan | 0-6,2-6 |
| ITF M15 Naples | 2023/02/27 17:00 | Dickerson, Ryan v Wojcik, Jakub | 2-6,6-4,10-6 |
| ITF M15 Naples | 2023/02/23 15:00 | Dickerson, Ryan v Colak, Ozan | 4-6,7-6,2-6 |
| ITF M15 Naples | 2023/02/22 17:35 | Bueno, Gonzalo v Dickerson, Ryan | 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 | 아담스, 하리슨 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 California | 2023/03/04 22:36 | 아로빈, 올렉시 v Hank Trondson | 6-3,4-6,6-2 |
| UTR Pro California | 2023/03/03 23:30 | Greyson Casey v Hank Trondson | 1-6,2-6 |