Tim Henman defeated Patrick Rafter 7-6 7-5 in the Sydney Outdoor semi-final on hard. The upset overturned the form book — Patrick Rafter came in leading the head-to-head 3–1, defending last year's quarter-final, but Tim Henman had been the form player, winning 1 of their last 4 on hard. Tim Henman narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-01-15 | Australian Open | R16 | hard | Patrick Rafter | 6-2 6-3 6-3 |
| 1998-08-03 | Canada Masters | SF | hard | Patrick Rafter | 6-2 6-4 |
| 1998-06-22 | Wimbledon | R16 | grass | Tim Henman | 6-3 6-7(3) 6-3 6-2 |
| 1997-11-03 | Stockholm | QF | hard | Patrick Rafter | 6-3 6-3 |
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 (200 vs 200). ATP, WTA & Challenger.