Jim Courier defeated Carlos Moya 6-3 3-6 7-6 3-6 6-2 in the Wimbledon round of 64 on grass. Jim Courier extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-01 | Paris Masters | R32 | hard | Jim Courier | 6-2 6-1 |
| 1999-03-08 | Indian Wells Masters | R32 | hard | Carlos Moya | 7-6(6) 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 (57 vs 200). ATP, WTA & Challenger.