Lisa Raymond defeated Venus Williams 6-4 7-6 in the Australian Open round of 32 on hard. The upset overturned the form book — Venus Williams came in leading the head-to-head 5–0, defending last year's final, but Lisa Raymond had been the form player, winning 1 of their last 5 on hard. Lisa Raymond claimed a first win over Venus Williams in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-06-26 | Wimbledon | R64 | grass | Venus Williams | 6-7(4) 7-5 6-2 |
| 2004-11-01 | Philadelphia | R32 | carpet | Venus Williams | 6-2 6-1 |
| 2002-07-22 | Stanford | SF | hard | Venus Williams | 6-3 6-0 |
| 2002-06-24 | Wimbledon | R16 | grass | Venus Williams | 6-1 6-2 |
| 2001-08-27 | US Open | R32 | hard | Venus Williams | 6-3 6-4 |
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 (38 vs 199). ATP, WTA & Challenger.