Stadium: Court 2 Round: 14 Ground: Hardcourt indoor
| ITF M25 Austin | 2023/11/09 14:50 | Joshua Sheehy v Micah Braswell | 7-5,1-6,4-10 |
| ITF M25 Austin | 2023/11/08 18:00 | Joshua Sheehy v Lleyton Cronje | 5-7,6-4,7-5 |
| ITF M15 - Fayetteville | 2023/11/02 18:00 | Joshua Sheehy v Tyler Stice | 5-7,3-6 |
| ITF M15 - Fayetteville | 2023/11/01 20:50 | Joshua Sheehy v John H Lithen | 6-2,3-6,7-6 |
| ITF M15 - Sharm El Sheikh | 2023/10/11 09:55 | Vadym Ursu v Joshua Sheehy | 4-6,6-3,6-4 |
| ITF M15 - Sharm El Sheikh | 2023/10/04 12:10 | Joshua Sheehy v Stylianos Christodoulou | 6-4,3-6,6-7 |
| ITF M15 - Sharm El Sheikh | 2023/09/28 07:00 | Joshua Sheehy v Iacopo Sada | 4-6,6-7 |
| ITF M15 - Sharm El Sheikh | 2023/09/27 12:05 | Joshua Sheehy v Adam Jones | 6-4,6-4 |
| Challenger Knoxville | 2023/11/06 17:35 | Sebastian Fanselow v Alex Rybakov | 6-7,6-4,6-4 |
| Challenger Knoxville | 2023/11/05 19:25 | Alex Rybakov v Nathan Ponwith | 6-4,6-4 |
| Challenger Charlottesville | 2023/10/29 21:35 | Alex Rybakov v Inaki Montes-De La Torre | 2-6,3-6 |
| ITF M15 - Ithaca | 2023/10/07 15:00 | Liam Draxl v Alex Rybakov | 6-4,6-3 |
| ITF M15 - Ithaca | 2023/10/06 15:00 | Alex Rybakov v Fons Van Sambeek | 6-4,6-3 |
| ITF M15 - Ithaca | 2023/10/05 16:35 | Alex Rybakov v Matt Kuhar | 6-4,7-5 |
| ITF M15 - Ithaca | 2023/10/03 21:55 | Alex Rybakov v Joshua Lapadat | 6-3,6-1 |
| Challenger Columbus | 2023/09/17 16:30 | Elmar Ejupovic v Alex Rybakov | 6-3,4-6,6-3 |