Kristie Boogert defeated Rita Grande 6-3 7-5 in the Australian Open round of 64 on hard. The upset overturned the form book — Rita Grande came in leading the head-to-head 2–0, but Kristie Boogert had been the form player, winning 2 of their last 4 on hard. Kristie Boogert claimed a first win over Rita Grande in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-01-14 | Australian Open | R64 | hard | Rita Grande | 7-6(4) 7-5 |
| 1998-02-03 | Tokyo | R32 | hard | Rita Grande | 3-6 6-1 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.