Andrei Medvedev defeated Tim Henman 6-7 6-3 6-4 6-4 in the Davis Cup G1 PO: UKR vs GBR round robin on clay. Andrei Medvedev extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-04-10 | Estoril | QF | clay | Andrei Medvedev | 6-2 6-3 |
| 1999-10-04 | Basel | R16 | hard | Tim Henman | 5-7 6-4 6-1 |
| 1998-04-03 | Davis Cup G1 QF: GBR vs UKR | RR | carpet | Tim Henman | 6-2 6-7(4) 6-4 1-6 6-1 |
| 1997-08-04 | Cincinnati Masters | R64 | hard | Andrei Medvedev | 6-3 6-3 |
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 (197 vs 200). ATP, WTA & Challenger.