Gustavo Kuerten defeated Alex Obrien 6-3 6-2 in the New Haven round of 32 on hard. The upset overturned the form book — Alex Obrien came in leading the head-to-head 1–0, defending last year's round of 32. Gustavo Kuerten claimed a first win over Alex Obrien in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-08-03 | Canada Masters | R64 | hard | Alex Obrien | 6-3 7-6(2) |
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 42). ATP, WTA & Challenger.