Josip Simundza defeated Paul Woerner 6-3 6-2 in the M25 Split 1 round of 32 on clay. The upset overturned the form book — Paul Woerner came in leading the head-to-head 1–0, but Josip Simundza had been the form player, winning 1 of their last 4 on clay. Josip Simundza claimed a first win over Paul Woerner in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-03-14 | M15 Rovinj 1 | Q16 | clay | Paul Woerner | 6-2 3-6 10-7 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.