Daniel Vacek defeated Yevgeny Kafelnikov 4-6 7-5 6-4 3-6 6-4 in the Wimbledon round of 32 on grass. The upset overturned the form book — Yevgeny Kafelnikov came in leading the head-to-head 14–3. Daniel Vacek narrowed the head-to-head to 14–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-12-31 | Doha | R32 | hard | Yevgeny Kafelnikov | 7-6 6-4 |
| 2000-04-17 | Monte Carlo Masters | R64 | clay | Yevgeny Kafelnikov | 6-3 6-3 |
| 2000-02-21 | London | R16 | carpet | Yevgeny Kafelnikov | 6-2 7-5 |
| 2000-01-17 | Australian Open | R64 | hard | Yevgeny Kafelnikov | 6-3 6-0 6-1 |
| 1999-11-08 | Moscow | QF | hard | Yevgeny Kafelnikov | 7-6 6-3 |
| 1999-09-13 | Tashkent | R16 | hard | Daniel Vacek | 7-6 2-6 7-5 |
| 1998-08-10 | Cincinnati Masters | QF | hard | Yevgeny Kafelnikov | 6-4 6-4 |
| 1998-02-23 | London | R16 | carpet | Yevgeny Kafelnikov | 6-3 6-4 |
| 1997-10-27 | Paris Masters | R32 | hard | Yevgeny Kafelnikov | 6-1 6-2 |
| 1996-09-30 | Lyon | R32 | clay | Yevgeny Kafelnikov | 7-6(2) 6-7(5) 6-4 |
| 1996-06-17 | Halle | SF | grass | Yevgeny Kafelnikov | 6-3 1-6 6-3 |
| 1996-02-26 | Milan | QF | carpet | Yevgeny Kafelnikov | 6-3 3-6 6-3 |
| 1995-11-06 | Moscow | SF | hard | Daniel Vacek | 7-6(8) 3-6 7-6(5) |
| 1995-06-19 | Halle | R32 | grass | Yevgeny Kafelnikov | 6-4 6-3 |
| 1995-02-06 | Marseille | QF | hard | Daniel Vacek | 7-5 7-6(4) |
| 1994-09-26 | Basel | R32 | hard | Yevgeny Kafelnikov | 6-4 6-3 |
| 1994-02-28 | Copenhagen | F | carpet | Yevgeny Kafelnikov | 6-3 7-5 |
Averages over each player's completed matches in the selected window (180 vs 200). 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