Justin Gimelstob defeated Gustavo Kuerten 6-3 6-4 4-6 1-6 6-4 in the Wimbledon round of 128 on grass. The upset overturned the form book — Gustavo Kuerten came in leading the head-to-head 2–0. Justin Gimelstob claimed a first win over Gustavo Kuerten in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-03-13 | Indian Wells Masters | R64 | hard | Gustavo Kuerten | 7-5 3-6 6-3 |
| 1998-02-09 | San Jose | R32 | hard | Gustavo Kuerten | 7-6(5) 4-6 6-1 |
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.