| UTR Pro Florida | 2023/10/07 15:00 | Mikel Anderson v Benjamin Willwerth | 6-3,6-2 |
| UTR Pro Florida | 2023/10/06 18:41 | Benjamin Willwerth v Henry Lieberman | 6-3,1-2 |
| UTR Pro Florida | 2023/10/05 14:00 | Benjamin Willwerth v Paul Spencer | 6-4,6-2 |
| UTR Pro Florida | 2023/12/12 19:45 | Dimitri Badra v Daniel P Caraballo | 6-3,6-0 |
| UTR Pro Florida | 2023/12/11 22:31 | Alberto C Sanchez v Daniel P Caraballo | 6-3,6-3 |
| UTR Pro Knoxville | 2023/12/10 15:00 | Daniel P Caraballo v Rohan Sachdev | 6-7,2-6 |
| UTR Pro Knoxville | 2023/12/09 17:00 | James Newton v Daniel P Caraballo | 6-7,6-7 |
| UTR Pro Knoxville | 2023/12/08 20:30 | Shunsuke Mitsui v Daniel P Caraballo | 6-4,6-3 |
| UTR Pro Knoxville | 2023/12/07 20:00 | Evan Sharygin v Daniel P Caraballo | 5-7,6-3,3-6 |
| UTR Pro Knoxville | 2023/12/06 00:00 | Tygen Goldammer v Daniel P Caraballo | 6-4,0-5 |
| UTR Pro Knoxville | 2023/12/04 21:30 | Daniel P Caraballo v Joubert Klopper | 2-6,6-1,0-6 |