Wayne Ferreira defeated Gustavo Kuerten 7-6 6-4 in the Hamburg round of 16 on clay. The upset overturned the form book — Gustavo Kuerten came in leading the head-to-head 5–2. Wayne Ferreira narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-05-12 | Hamburg Masters | R16 | clay | Wayne Ferreira | 7-6 6-4 |
| 2000-08-14 | Indianapolis | QF | hard | Gustavo Kuerten | 6-2 6-3 |
| 2000-05-15 | Hamburg Masters | R16 | clay | Gustavo Kuerten | 6-1 6-2 |
| 2000-03-20 | Miami Masters | QF | hard | Gustavo Kuerten | 6-3 6-1 |
| 1999-10-18 | Lyon | R16 | clay | Gustavo Kuerten | 7-6 6-3 |
| 1997-03-10 | Indian Wells Masters | R32 | hard | Gustavo Kuerten | 7-6 1-6 6-3 |
| 1996-05-27 | Roland Garros | R128 | clay | Wayne Ferreira | 6-4 7-5 7-6(4) |
Averages over each player's completed matches in the selected window (67 vs 116). 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