Stadium: Court 1S Round: 25 Ground: Hardcourt outdoor
| ITF - M25 Champaign | 2023/09/12 16:40 | Pierce Rollins v Perry Gregg | 3-6,6-7 |
| ITF - M25 Champaign | 2023/09/11 15:00 | Benito Sanchez Martinez v Perry Gregg | 2-6,3-6 |
| ITF - M25 Champaign | 2023/07/19 17:40 | Perry Gregg v Ozan Baris | 5-7,4-6 |
| ITF - M25 Champaign | 2023/07/18 14:55 | Perry Gregg v Oliver Okonkwo | 3-6,6-2,10-7 |
| ITF - M15 South Bend | 2023/06/22 16:55 | Perry Gregg v James Tracy | 3-6,6-4,5-7 |
| ITF - M15 South Bend | 2023/06/21 18:40 | Perry Gregg v Fabien Salle | 6-4,6-4 |
| ITF - M15 San Diego | 2023/06/13 17:30 | Warren Wood v Perry Gregg | 6-3,7-5 |
| ITF - M15 San Diego | 2023/06/05 17:00 | Piotr Galus v Perry Gregg | 5-7,7-6,10-6 |
| Challenger - Lexington | 2023/07/31 22:00 | Tennys Sandgren v Joshua Lapadat | 7-5,6-3 |
| ITF - M25 Edwardsville | 2023/07/25 16:10 | Joshua Lapadat v Alejandro Moreno | 4-6,7-5,4-10 |
| ITF - M25 Laval | 2023/07/11 16:00 | Joshua Lapadat v Taha Baadi | 6-1,4-6,5-7 |
| ITF - M25 Santo Domingo | 2023/06/29 13:30 | Joshua Lapadat v Nick Chappell | 6-3,6-7,2-6 |
| ITF - M25 Santo Domingo | 2023/06/27 15:30 | Juan Sebastian Osorio v Joshua Lapadat | 1-6,1-6 |
| ITF - M15 Santo Domingo | 2023/06/23 13:30 | Darian King v Joshua Lapadat | 6-1,6-2 |
| ITF - M15 Santo Domingo | 2023/06/22 13:30 | Joshua Lapadat v Andres Martin | 6-3,6-3 |
| ITF - M15 Santo Domingo | 2023/06/20 14:00 | Joshua Lapadat v Juan Sebastian Osorio | 7-5,1-6,6-4 |