Ben Weintraub defeated Jonas Trinker 6-4 7-6 in the M15 Heraklion 4 q16 on hard. The result followed the form book — Ben Weintraub came in leading the head-to-head 1–0. Ben Weintraub extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-03-21 | M15 Heraklion 2 | Q16 | hard | Ben Weintraub | 6-2 7-6(4) |