| UTR Pro Winston-Salem | 2023/11/29 18:30 | Meecah Bigun v Thomas Brown | 3-6,2-6 |
| UTR Pro Winston-Salem | 2023/11/28 19:30 | Jose Murariu v Meecah Bigun | 2-6,6-7 |
| UTR Pro Winston-Salem | 2023/11/27 18:00 | Alan Jesudason v Meecah Bigun | 5-7,3-6 |
| UTR Pro California | 2023/11/05 20:36 | Dylan Charlap v Meecah Bigun | 4-6,4-6 |
| UTR Pro California | 2023/11/04 21:00 | Sohrob Amiryavari v Meecah Bigun | 2-6,6-4,1-6 |
| UTR Pro California | 2023/11/03 19:30 | Christopher Papa v Meecah Bigun | 4-6,4-6 |
| UTR Pro California | 2023/11/02 18:00 | Wojtek Marek v Meecah Bigun | 6-4,6-3 |
| UTR Pro California | 2023/11/01 18:00 | Lawee Sherif v Meecah Bigun | 6-3,6-0 |
| 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 |
| ITF M25 Pazardzhik | 2023/10/02 13:15 | Plamen Milushev v Maxwell Benson | 6-4,7-5 |
| ITF M25 Pazardzhik | 2023/10/02 07:30 | Anthony Shumsky v Maxwell Benson | 2-6,3-6 |
| ITF M25 Pazardzhik | 2023/09/27 12:35 | Nikola Kolyachev v Maxwell Benson | 6-4,7-6 |
| ITF M25 Pazardzhik | 2023/09/25 13:55 | Maxwell Benson v Felipe Mikkelsen | 7-6,6-4 |