Karem Harboe defeated Zuzanna Liskocova 7-6 6-3 in the Montreal 10K round of 32 on hard. The result followed the form book — Karem Harboe came in leading the head-to-head 1–0. Karem Harboe extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-04 | Santiago 10K | R32 | clay | Karem Harboe | 6-2 6-2 |