Jeroen Masson defeated Melle Van Gemerden 6-4 6-3 in the Portugal F1 round of 32 on clay. The upset overturned the form book — Melle Van Gemerden came in leading the head-to-head 1–0. Jeroen Masson claimed a first win over Melle Van Gemerden in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-16 | Netherlands F2 | SF | clay | Melle Van Gemerden | 7-6(2) 4-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.