Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Las Vegas | 2023/10/18 22:30 | Kaylan Bigun v Dickerson, Ryan | 6-7,7-6,3-6 |
| Las Vegas, Singles M-ITF-USA-07A | 2023/10/17 13:00 | Maxwell Exsted v Dickerson, Ryan | 4-6,3-6 |
| Las Vegas, Singles M-ITF-USA-07A | 2023/10/16 13:00 | Rehman, Huzaifa A. v Dickerson, Ryan | 3-6,6-1,3-10 |
| ITF M15 Ithaca | 2023/10/04 14:00 | Dickerson, Ryan v 에반스, 가브리엘 | 2-6,4-6 |
| ITF M15 Albuquerque | 2023/09/28 14:00 | Dickerson, Ryan v 그란트, 윌리암 | 5-7,1-6 |
| ITF M15 Albuquerque | 2023/09/27 16:25 | 페레즈, 알프레도 v Dickerson, Ryan | 3-6,3-6 |
| ITF M15 Albuquerque | 2023/09/26 14:00 | Dickerson, Ryan v 스테헬리, 루카 | 6-0,6-4 |
| ITF M15 Albuquerque | 2023/09/25 14:00 | Dickerson, Ryan v Matsushita, Ryoma | 6-1,6-2 |
| ITF M15 Las Vegas | 2023/10/17 16:00 | 놀드쿠이스트, 아르비드 v 키아트코우스키, 다이손 | 3-6,5-7 |
| Challenger Fairfield | 2023/10/12 17:00 | Alex Michelsen v 키아트코우스키, 다이손 | 6-3,6-4 |
| Challenger Fairfield | 2023/10/10 21:20 | 키아트코우스키, 다이손 v Colak, Ozan | 6-4,6-4 |
| Challenger Tiburon | 2023/10/06 21:00 | 키아트코우스키, 다이손 v 스쿨케이트, 트리스탄 | 6-3,4-6,2-6 |
| Challenger Tiburon | 2023/10/05 23:30 | Alex Michelsen v 키아트코우스키, 다이손 | 6-4,4-6,3-6 |
| Challenger Tiburon | 2023/10/03 18:35 | Giovanni Mpetshi Perricard v 키아트코우스키, 다이손 | 6-7,3-6 |
| Challenger Tiburon | 2023/10/02 17:00 | Gomez, Federico Agustin v 키아트코우스키, 다이손 | 6-7,1-6 |
| Challenger Tiburon | 2023/10/01 18:35 | 키아트코우스키, 다이손 v Moller, Elmer | 6-3,6-2 |