Vincent Spadea defeated Richard Krajicek 6-2 6-3 in the Cincinnati Masters round of 16 on hard. The upset overturned the form book — Richard Krajicek came in leading the head-to-head 3–1, defending last year's round of 32. Vincent Spadea narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Grand Slam Cup | R16 | carpet | Richard Krajicek | 6-2 7-5 |
| 1999-08-30 | US Open | R16 | hard | Richard Krajicek | 6-2 7-6(3) 6-2 |
| 1999-05-24 | Roland Garros | R64 | clay | Vincent Spadea | 6-1 6-2 6-4 |
| 1998-06-08 | Halle | R32 | grass | Richard Krajicek | 5-7 6-2 6-2 |
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 193). ATP, WTA & Challenger.