Monique Adamczak defeated Amanda Keen 3-6 6-3 7-6 in the La Palma 25K round of 32 on hard. The upset overturned the form book — Amanda Keen came in leading the head-to-head 1–0, but Monique Adamczak had been the form player, winning 2 of their last 4 on hard. Monique Adamczak claimed a first win over Amanda Keen in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-08 | Monzon 25K | R16 | hard | Amanda Keen | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.