| UTR Pro Florida | 2023/02/02 19:00 | Isaiah Strode v Arthur Bonnaud | 6-0,6-4 |
| UTR Pro Florida | 2023/02/01 23:37 | Christian Oliveira v Isaiah Strode | 1-6,4-6 |
| UTR Pro Florida | 2023/01/31 21:30 | Leonardo Telles v Isaiah Strode | 4-6,7-5,7-5 |
| ITF M25 Wesley Chapel | 2023/01/26 18:45 | Isaiah Strode v Ignacio Buse | 6-7,3-6 |
| ITF M25 Wesley Chapel | 2023/01/25 19:25 | Jonas Forejtek v Isaiah Strode | 1-6,3-6 |
| ITF M25 Wesley Chapel | 2023/01/24 14:00 | Isaiah Strode v Jorge Cavero | 6-4,6-1 |
| ITF M25 Wesley Chapel | 2023/01/23 14:45 | Isaiah Strode v Sebastian Rafael Sotelo | 6-2,6-0 |
| ITF M25 Malibu | 2023/01/05 22:00 | Colin Markes v Isaiah Strode | 2-6,6-1,11-9 |
| UTR Pro Florida | 2023/02/02 18:00 | Christian Oliveira v Jackson Caldwell | 0-0 |
| UTR Pro Florida | 2023/02/01 23:22 | Leonardo Telles v Jackson Caldwell | 4-6,6-1,6-0 |
| 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 |