Jan Weinzierl advanced past Agustin Garizzio via walkover in the Germany F8 semi-final. Jan Weinzierl extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-16 | Belgium F2 | QF | clay | Jan Weinzierl | 6-3 6-0 |
| 1999-05-26 | Germany F4 | R32 | clay | Agustin Garizzio | 6-4 6-3 |
| 1995-10-28 | Uruguay Paraguay Masters 3 | R32 | clay | Jan Weinzierl | 6-1 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.