Leonardo Catani defeated Carlo Cataldi 6-2 5-7 6-3 in the M15 Trier 1 round of 32 on clay. The upset overturned the form book — Carlo Cataldi came in leading the head-to-head 1–0. Leonardo Catani claimed a first win over Carlo Cataldi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-06-11 | M15 Chieti 1 | Q32 | clay | Carlo Cataldi | 7-6(1) 6-7(3) 12-10 |