Jan Weinzierl defeated Marco Meneschincheri 7-5 6-0 in the Italy 2 4 round of 32 on clay. The upset overturned the form book — Marco Meneschincheri came in leading the head-to-head 3–1. Jan Weinzierl narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-02 | Italy 2 3 | R16 | clay | Marco Meneschincheri | 6-2 6-1 |
| 1997-01-03 | Portugal 1 Masters 2 | R16 | clay | Marco Meneschincheri | 6-2 6-2 |
| 1996-02-02 | Spain 2 Masters 3 | QF | clay | Jan Weinzierl | 6-3 6-3 |
| 1992-09-28 | Tunisia Masters 4 | R16 | clay | Marco Meneschincheri | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.