Mark Woodforde defeated Mark Philippoussis 6-2 6-2 6-2 in the Australian Open round of 16 on hard. The upset overturned the form book — Mark Philippoussis came in leading the head-to-head 3–0, defending last year's round of 128. Mark Woodforde claimed a first win over Mark Philippoussis in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-21 | Wimbledon | R64 | grass | Mark Philippoussis | 6-7 7-6 7-6 6-4 |
| 1996-10-14 | Toulouse | SF | hard | Mark Philippoussis | 2-6 7-6(5) 7-6(7) |
| 1996-08-26 | US Open | R128 | hard | Mark Philippoussis | 6-7(6) 6-3 6-3 6-3 |
Averages over each player's completed matches in the selected window (139 vs 200). 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