Lisa Raymond defeated Barbara Schett 6-4 2-6 7-5 in the San Diego round of 64 on hard. The upset overturned the form book — Barbara Schett came in leading the head-to-head 2–0. Lisa Raymond claimed a first win over Barbara Schett in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-11 | Zurich | R32 | hard | Barbara Schett | 6-3 6-4 |
| 1999-01-04 | Auckland | QF | hard | Barbara Schett | 6-1 6-1 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (46 vs 14). ATP, WTA & Challenger.