Scott Draper defeated Justin Gimelstob 6-3 4-6 7-6 in the Nottingham round of 32 on grass. The result followed the form book — Scott Draper came in leading the head-to-head 2–1, defending last year's quarter-final. Scott Draper extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-04 | Adelaide | R32 | hard | Scott Draper | 3-6 7-6(6) 6-3 |
| 1997-07-28 | Canada Masters | R32 | hard | Justin Gimelstob | 6-3 6-1 |
| 1997-06-16 | Nottingham | R32 | grass | Scott Draper | 6-4 7-5 |
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 (120 vs 200). ATP, WTA & Challenger.