| UTR Pro - Flórida | 2023/04/02 18:45 | Jose Garcia v Jackson Caldwell | 6-3,1-1 |
| UTR Pro - Flórida | 2023/04/01 18:30 | Jackson Caldwell v Felipe Pinzon Moreno | 6-3,6-2 |
| UTR Pro - Flórida | 2023/03/30 19:30 | Evan Wen v Jackson Caldwell | 6-3,6-7,4-6 |
| UTR Pro - Flórida | 2023/03/29 16:30 | Alfredo Perez v Jackson Caldwell | 7-5,6-4 |
| UTR Pro - Flórida | 2023/03/27 16:00 | Nicholas Heng v Jackson Caldwell | 3-6,6-3,6-2 |
| UTR Pro - Flórida | 2023/02/04 20:01 | Joseph Chen v Jackson Caldwell | 2-6,1-5 |
| UTR Pro - Flórida | 2023/02/03 20:15 | Mikel Anderson v Jackson Caldwell | 2-6,4-6 |
| UTR Pro - Flórida | 2023/02/03 15:00 | Isaiah Strode v Jackson Caldwell | 6-3,6-1 |
| ITF - M15 Ithaca | 2023/01/17 18:30 | Adit Sinha v Joshua Sheehy | 7-6,5-7,1-6 |
| ITF - M25 East Lansing | 2022/11/14 16:00 | Adit Sinha v Patrick Fletchall | 6-2,6-7,6-10 |
| ITF - M15 Ithaca | 2022/11/01 14:00 | Ben Jones v Adit Sinha | 6-4,6-4 |
| ITF - M15 Ithaca | 2022/10/06 13:55 | Adit Sinha v Osgar O'Hoisin | 3-6,5-7 |
| ITF - M15 Ithaca | 2022/10/04 16:00 | Adit Sinha v John Chin | 6-1,6-3 |
| ITF - M15 Fayetteville | 2022/09/21 15:45 | Adit Sinha v Cooper Williams | 7-6,1-6,5-7 |
| ITF - M25 Fayetteville | 2022/09/20 14:00 | Herbert Jody Maginley v Adit Sinha | 2-6,4-6 |
| UTR Pro Tennis Series - Ann Arbor | 2022/07/30 18:48 | Max Sheldon v Adit Sinha | 7-5,7-6 |