Venus Williams defeated Lisa Raymond 6-2 6-1 in the Philadelphia round of 32 on carpet. The result followed the form book — Venus Williams came in leading the head-to-head 4–1. Venus Williams extended 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 |
| 2004-01-19 | Australian Open | R32 | hard | Lisa Raymond | 6-4 7-6(5) |
| 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 (199 vs 39). ATP, WTA & Challenger.