| ITF M15 Tallahassee | 2024/11/19 20:10 | Ryan Dickerson v Jelani Sarr | 6-3,1-6,6-7 |
| ITF M15 Boca Raton | 2024/11/13 13:50 | Stefan Dostanic v Ryan Dickerson | 6-1,6-0 |
| ITF M25 Harlingen | 2024/10/16 19:00 | Ryan Dickerson v Johannus Monday | 3-6,6-3,1-6 |
| ITF M25 Louisville | 2024/10/08 14:00 | Ryan Dickerson v Keshav Chopra | 1-6,6-7 |
| ITF M25 Louisville | 2024/10/07 16:30 | Ryan Dickerson v Andre Steinbach | 7-5,6-0 |
| ITF M15 Ann Arbor | 2024/10/03 15:40 | Ryan Dickerson v Justin Boulais | 6-3,5-7,4-6 |
| ITF M15 Ann Arbor | 2024/10/02 17:40 | Joshua Portnoy v Ryan Dickerson | 0-6,2-6 |
| ITF M15 Ann Arbor | 2024/10/01 14:00 | Ryan Dickerson v Gabrielius Guzauskas | 6-2,6-1 |
| ITF M25 Harlingen | 2024/10/17 15:00 | Tadeas Paroulek v Jack Kennedy | 6-4,6-2 |
| ITF M25 Harlingen | 2024/10/16 18:40 | Ethan Silva v Jack Kennedy | 5-7,5-7 |
| US Open | 2024/08/20 15:00 | Maximilian Marterer v Jack Kennedy | 6-3,6-4 |