Fred Hemmes defeated Joan Jimenez Guerra 6-4 7-6 in the Spain F12 qualifying round on hard. The upset overturned the form book — Joan Jimenez Guerra came in leading the head-to-head 1–0. Fred Hemmes claimed a first win over Joan Jimenez Guerra in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-09 | Spain F13 | SF | hard | Joan Jimenez Guerra | 5-7 7-6(4) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.