Andre Agassi defeated Vincent Spadea 6-1 6-3 in the Madrid Masters round of 16 on clay. The upset overturned the form book — Vincent Spadea came in leading the head-to-head 2–1, defending last year's round of 16. Andre Agassi narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-18 | Australian Open | R16 | hard | Vincent Spadea | 6-1 7-5 6-7(3) 6-3 |
| 1998-08-10 | Cincinnati Masters | R32 | hard | Vincent Spadea | 6-2 0-6 7-6(2) |
| 1998-03-16 | Miami Masters | R32 | hard | Andre Agassi | 6-4 7-5 |
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 (116 vs 200). ATP, WTA & Challenger.