Sebastien Grosjean defeated Michael Chang 7-5 1-6 6-2 in the Stuttgart Masters quarter-final on carpet. The upset overturned the form book — Michael Chang came in leading the head-to-head 3–0, defending last year's round of 32. Sebastien Grosjean claimed a first win over Michael Chang in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Canada Masters | R32 | hard | Michael Chang | 6-4 6-3 |
| 1999-01-04 | Adelaide | R32 | hard | Michael Chang | 6-3 3-6 6-3 |
| 1998-08-24 | Boston | SF | hard | Michael Chang | 7-5 4-6 6-3 |
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 140). ATP, WTA & Challenger.