Stadium: Court S-2 Round: 25 Ground: Clay
| 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 |
| ITF M25 Pensacola | 2023/05/17 17:40 | Bruno Kuzuhara v Ryan Dickerson | 4-6,7-5,7-5 |
| 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 Rochester | 2023/07/18 15:30 | Tyler Stice v Miguel Angel Cabrera | 6-4,6-3 |
| ITF M25 Santo Domingo | 2023/06/25 15:00 | Tyler Stice v Michal Lusovsky | 6-7,4-6 |
| ITF M15 Santo Domingo | 2023/06/23 15:30 | Daniel Antonio Nunez v Tyler Stice | 3-6,6-2,6-4 |
| ITF M15 Santo Domingo | 2023/06/22 13:30 | Tyler Stice v Thomas Brown | 7-6,6-4 |
| ITF M15 Santo Domingo | 2023/06/21 15:50 | Will Mayew v Tyler Stice | 4-6,3-6 |
| ITF M25 Santo Domingo | 2023/06/20 13:00 | Marcus McDaniel v Tyler Stice | 6-2,4-6,8-10 |
| ITF M25 Santo Domingo | 2023/06/19 14:00 | Christopher Li v Tyler Stice | 3-6,5-7 |
| ITF M25 Pensacola | 2023/05/18 17:00 | Aidan Kim v Tyler Stice | 6-3,6-4 |