| UTR Pro Tennis Series - Ann Arbor | 07/27 14:00 | - | Max Sheldon v Jackson Winkler | 5-0 | |
| UTR Pro Tennis Series - Ann Arbor | 07/26 14:00 | - | William Cooksey v Jackson Winkler | 6-3,6-1 | |
| UTR Pro Tennis Series - Ann Arbor | 07/25 18:30 | - | Jackson Winkler v Brogan Pierce | 1-6,4-6 |