| UTR Pro Florida | 2023/05/28 14:00 | Sysoev, Nikolay v Giddens, Maxwell | 7-6,6-2 |
| UTR Pro Florida | 2023/05/27 14:00 | Leonardo Dal Boni v Giddens, Maxwell | 3-6,1-6 |
| UTR Pro Florida | 2023/05/26 15:30 | Giddens, Maxwell v Maximillian Mroz | 6-3,6-1 |
| UTR Pro Florida | 2023/05/25 13:00 | Giddens, Maxwell v Noureldin Adam | 0-6,6-2,6-7 |
| UTR Pro Florida | 2023/05/23 15:00 | Giddens, Maxwell v Matthew Segura | 3-6,0-6 |
| UTR Pro Florida | 2023/05/22 21:32 | Jonathan Irwanto v Giddens, Maxwell | 6-2,6-4 |
| Palm Coast, Singles M-ITF-USA-05A | 2020/02/03 15:00 | Daniel Dutra Da Silva v Giddens, Maxwell | 6-3,6-2 |
| ITF M25 Weston | 2020/01/27 15:30 | Giddens, Maxwell v Colin Sinclair | 2-6,3-6 |
| ITF M15 South Bend | 2023/06/22 15:00 | Adhithya Ganesan v Edward Winter | 4-6,3-6 |
| ITF M15 South Bend | 2023/06/21 17:05 | Adhithya Ganesan v Oliver Okonkwo | 6-0,6-3 |
| ITF M25 Weston | 2022/01/24 17:00 | Adhithya Ganesan v Sebastian Sec | 3-6,4-6 |
| ITF M25 Weston | 2022/01/23 15:15 | Adhithya Ganesan v Zachary Mintz | 6-0,6-2 |