Lisa Raymond defeated Anne Gaelle Sidot 2-6 6-3 7-5 in the Rome round of 64 on clay. The upset overturned the form book — Anne Gaelle Sidot came in leading the head-to-head 1–0, defending last year's round of 64. Lisa Raymond claimed a first win over Anne Gaelle Sidot in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-15 | Rome | R32 | clay | Anne Gaelle Sidot | 6-4 3-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.