Jan Michael Gambill defeated Wayne Black 7-6 6-2 in the Orlando round of 32 on clay. The upset overturned the form book — Wayne Black came in leading the head-to-head 1–0, defending last year's round of 32. Jan Michael Gambill claimed a first win over Wayne Black in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-01-17 | Australian Open | R128 | hard | Wayne Black | 7-6(3) 6-1 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 (200 vs 100). ATP, WTA & Challenger.