Janko Tipsarevic defeated Jan Michael Gambill 6-4 6-2 in the Scottsdale round of 32 on hard. The upset overturned the form book — Jan Michael Gambill came in leading the head-to-head 1–0, defending last year's quarter-final. Janko Tipsarevic 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 |
|---|---|---|---|---|---|
| 2006-07-31 | Washington | R32 | hard | Jan Michael Gambill | 2-6 6-3 6-0 |
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 18). ATP, WTA & Challenger.