Gabriel Moraru defeated Jeroen Masson 7-6 7-6 in the Romania F2 qualifying round on clay. The upset overturned the form book — Jeroen Masson came in leading the head-to-head 2–0. Gabriel Moraru claimed a first win over Jeroen Masson in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-03-24 | Turkey F2 | F | clay | Jeroen Masson | 6-0 7-6(2) |
| 2004-04-26 | Germany F5 | R32 | clay | Jeroen Masson | 6-7(5) 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.