Sarah Pitkowski Malcor defeated Barbara Rittner 6-3 6-4 in the Leipzig round of 32 on carpet. The upset overturned the form book — Barbara Rittner came in defending last year's round of 32. Sarah Pitkowski Malcor extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Luxembourg | R32 | hard | Sarah Pitkowski Malcor | 7-5 6-4 |
| 1998-07-27 | Sopot | R16 | clay | Barbara Rittner | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.