| UTR Pro Florida | 2023/01/31 21:30 | Leonardo Telles v Isaiah Strode | 4-6,7-5,7-5 |
| UTR Pro Florida | 2023/01/30 21:29 | Christian Oliveira v Leonardo Telles | 1-6,1-6 |
| UTR Pro Florida | 2023/01/30 22:50 | Arthur Bonnaud v Jackson Caldwell | 6-2,6-4 |
| UTR Pro Tennis Series Florida | 2022/11/30 20:00 | Mika Berghaus v Jackson Caldwell | 6-4,5-0 |
| UTR Pro Tennis Series Florida | 2022/11/28 16:00 | Nicolas H Cuesta v Jackson Caldwell | 6-1,6-1 |
| UTR Pro Tennis Series Florida | 2022/11/27 20:55 | Jackson Caldwell v Peter Sallay | 6-1,4-6,6-6 |
| UTR Pro Tennis Series Texas | 2022/11/12 18:30 | Jackson Caldwell v Guido Marson | 0-6,5-6 |
| UTR Pro Tennis Series Texas | 2022/11/11 14:30 | Jackson Caldwell v Stefan Storch | 4-6,7-6,5-0 |
| UTR Pro Tennis Series Texas | 2022/11/10 20:00 | Jackson Caldwell v Connor Smillie | 6-4,5-4 |
| UTR Pro Tennis Series Texas | 2022/11/09 20:00 | Savan Chhabra v Jackson Caldwell | 5-7,6-1,2-6 |