Keith Evans defeated David Caldwell 6-3 7-5 in the USA 3 Masters 4 round of 16 on hard. Keith Evans extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1994-07-08 | USA 4 Masters 3 | R16 | hard | David Caldwell | 3-6 7-5 6-1 |
| 1993-06-11 | USA 3 Masters 4 | QF | hard | Keith Evans | 6-3 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.