Laurence Tieleman defeated Jim Courier 7-6 6-0 in the Memphis round of 32 on hard. The upset overturned the form book — Jim Courier came in leading the head-to-head 1–0, defending last year's final. Laurence Tieleman claimed a first win over Jim Courier in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-15 | Memphis | R16 | hard | Jim Courier | 6-7(5) 7-5 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 (25 vs 8). ATP, WTA & Challenger.