Greg Rusedski defeated Andrei Medvedev 6-3 3-6 7-6 7-5 in the Grand Slam Cup semi-final on carpet. The result followed the form book — Greg Rusedski came in leading the head-to-head 5–1. Greg Rusedski extended the head-to-head to 6–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-03-20 | Miami Masters | R64 | hard | Greg Rusedski | 6-4 7-5 |
| 1999-10-11 | Vienna | R16 | hard | Greg Rusedski | 4-6 7-5 6-3 |
| 1998-09-28 | Toulouse | R16 | hard | Greg Rusedski | 6-4 6-3 |
| 1998-04-03 | Davis Cup G1 QF: GBR vs UKR | RR | carpet | Greg Rusedski | 6-1 6-4 |
| 1997-10-06 | Vienna | R32 | hard | Greg Rusedski | 7-6(9) 6-4 |
| 1997-07-11 | Davis Cup G1 PO: UKR vs GBR | RR | clay | Andrei Medvedev | 6-1 6-1 2-6 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 102). ATP, WTA & Challenger.