Jim Courier defeated Jan Michael Gambill 6-4 6-4 in the Singapore quarter-final on hard. The upset overturned the form book — Jan Michael Gambill came in leading the head-to-head 1–0. Jim Courier claimed a first win over Jan Michael Gambill in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-03-09 | Indian Wells Masters | R16 | hard | Jan Michael Gambill | 6-2 6-4 |
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 (96 vs 200). ATP, WTA & Challenger.