Greg Rusedski defeated Todd Woodbridge 4-6 6-1 7-5 in the Grand Slam Cup round of 16 on carpet. The upset overturned the form book — Todd Woodbridge came in leading the head-to-head 3–0. Greg Rusedski claimed a first win over Todd Woodbridge in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-01-19 | Australian Open | R32 | hard | Todd Woodbridge | 7-6 6-4 6-2 |
| 1996-06-10 | Queen's Club | R32 | grass | Todd Woodbridge | 6-1 6-4 |
| 1995-05-15 | Coral Springs | F | clay | Todd Woodbridge | 6-4 6-2 |
Averages over each player's completed matches in the selected window (200 vs 129). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About