Ground: Hardcourt indoor
| UTR Pro Florida | 2023/08/04 15:30 | Sebastian Gorzny v Corey Craig | 6-1,6-3 |
| UTR Pro Florida | 2023/08/03 13:30 | Juan David Velasquez v Corey Craig | 0-6,2-5 |
| UTR Pro Florida | 2023/08/02 13:30 | Michael Ross v Corey Craig | 0-5 |
| UTR Pro Florida | 2023/07/30 19:37 | Corey Craig v Jean-Christian Morandais | 7-5,3-6,6-0 |
| UTR Pro Florida | 2023/07/03 13:30 | Corey Craig v Felipe Pinzon Moreno | 6-7,4-6 |
| UTR Pro Florida | 2023/06/25 13:00 | Eli Stephenson v Corey Craig | 2-6,1-6 |
| UTR Pro Florida | 2023/06/24 19:20 | Corey Craig v Junior T Pichardo | 6-1,6-4 |
| UTR Pro Florida | 2023/06/23 16:39 | Azariah Rusher v Corey Craig | 6-2,5-7,2-6 |
| ITF M15 Orange Park | 2024/05/01 14:55 | William Grant v Maxwell Benson | 4-6,6-3,6-1 |
| ITF M15 Orange Park | 2024/04/30 15:00 | Maxwell Benson v Fabian Hansch Mauritzson | 6-2,6-1 |
| UTR Pro Winston-Salem | 2023/12/01 18:55 | Maxwell Benson v Luca Pow | 3-6,5-7 |
| UTR Pro Winston-Salem | 2023/11/30 17:00 | Meecah Bigun v Maxwell Benson | 1-6,2-6 |
| UTR Pro Winston-Salem | 2023/11/29 17:00 | Jose Murariu v Maxwell Benson | 3-6,4-6 |
| UTR Pro Winston-Salem | 2023/11/28 18:00 | Alan Jesudason v Maxwell Benson | 4-6,5-7 |
| UTR Pro Winston-Salem | 2023/11/26 21:30 | Thomas Brown v Maxwell Benson | 6-2,6-0 |
| ITF M25 Saint-Augustin | 2023/10/24 13:55 | Maxwell Benson v Alex Finkelstein | 6-4,4-6,2-10 |