Stadium: Court 6 Round: 54 Ground: Hardcourt indoor
| ITF M15 Albuquerque | 2023/09/27 21:30 | Andrew Fenty v Fons Van Sambeek | 3-6,4-6 |
| ITF M15 Albuquerque | 2023/09/26 14:00 | Evan Bynoe v Andrew Fenty | 3-6,2-6 |
| ITF M15 Champaign | 2023/09/12 20:30 | Hunter Heck v Andrew Fenty | 7-5,7-6 |
| Challenger Winnipeg | 2023/08/14 16:00 | Ulises Blanch v Andrew Fenty | 6-3,1-6,6-4 |
| Challenger Winnipeg | 2023/08/13 17:35 | Andrew Fenty v James Trotter | 6-4,2-6,7-6 |
| ITF M25 Southaven | 2023/08/10 16:25 | Andrew Fenty v Michael Zheng | 3-6,0-6 |
| ITF M25 Southaven | 2023/08/08 18:30 | Andrew Fenty v Taha Baadi | 6-3,6-4 |
| ATP Washington | 2023/07/29 15:50 | Brandon Holt v Andrew Fenty | 7-5,6-3 |
| ITF M25 Setubal | 2023/09/19 09:00 | Alejandro T Alvarez v Stefan Cooper | 6-3,6-1 |
| ITF M25 Sintra | 2023/09/12 10:45 | Michele Ribecai v Stefan Cooper | 7-6,6-4 |
| ITF M25 Sintra | 2023/09/11 09:00 | Nikolai Marin v Stefan Cooper | 3-6,1-6 |
| ITF M25 Sintra | 2023/09/10 16:30 | Josh Reid v Stefan Cooper | 4-6,2-6 |
| ITF M25 Nottingham | 2023/07/09 12:10 | Stefan Cooper v George Houghton | 6-7,4-6 |
| UTR Pro London | 2023/05/21 08:00 | Richard Bloomfield v Stefan Cooper | 6-7,3-6 |
| UTR Pro London | 2023/05/20 11:40 | Stefan Cooper v Yujiro Onuma | 1-0 |
| UTR Pro London | 2023/05/19 10:40 | Luke Simkiss v Stefan Cooper | 6-7,4-6 |