Sebastien Lareau defeated Kenneth Carlsen 7-6 6-4 in the Copenhagen round of 32 on carpet. The upset overturned the form book — Kenneth Carlsen came in leading the head-to-head 5–1, defending last year's quarter-final. Sebastien Lareau narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-11 | Singapore | R32 | hard | Kenneth Carlsen | 6-4 3-6 6-2 |
| 1999-07-05 | Newport | R32 | grass | Kenneth Carlsen | 6-4 6-2 |
| 1997-07-21 | Los Angeles | R32 | hard | Kenneth Carlsen | 7-6 6-1 |
| 1996-07-15 | Washington | R32 | hard | Kenneth Carlsen | 6-3 6-3 |
| 1996-01-15 | Australian Open | R128 | hard | Sebastien Lareau | 4-6 4-6 6-3 6-4 7-5 |
| 1994-01-03 | Adelaide | R32 | hard | Kenneth Carlsen | 6-2 7-6(2) |
Averages over each player's completed matches in the selected window (116 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About