Franco Squillari defeated Michael Chang 6-2 5-7 6-3 in the Hamburg Masters round of 32 on clay. The upset overturned the form book — Michael Chang came in leading the head-to-head 2–0, defending last year's round of 64. Franco Squillari claimed a first win over Michael Chang in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-08 | San Jose | R16 | hard | Michael Chang | 6-4 7-6(5) |
| 1998-04-20 | Orlando | R16 | clay | Michael Chang | 7-6(2) 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 (140 vs 73). ATP, WTA & Challenger.