Jim Courier defeated Jim Grabb 6-1 7-6 in the San Jose quarter-final on hard. The upset overturned the form book — Jim Grabb came in defending last year's round of 16, but Jim Courier had been the form player, winning 4 of their last 9 on hard. Jim Courier extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-06-24 | Wimbledon | R64 | grass | Jim Courier | 6-4 7-6(4) 2-6 4-6 6-3 |
| 1991-02-11 | Philadelphia | R32 | hard | Jim Grabb | 6-2 6-4 |
Averages over each player's completed matches in the selected window (147 vs 9). 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