Jan Michael Gambill defeated Sargis Sargsian 6-3 1-6 6-4 in the San Jose round of 32 on hard. The upset overturned the form book — Sargis Sargsian came in leading the head-to-head 1–0, defending last year's round of 16, but Jan Michael Gambill had been the form player, winning 1 of their last 4 on hard. Jan Michael Gambill claimed a first win over Sargis Sargsian in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-04-19 | Orlando | R32 | clay | Sargis Sargsian | 3-6 6-3 7-6(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 200). ATP, WTA & Challenger.