Byron Black defeated Tim Henman 6-2 3-6 6-4 in the Moscow round of 32 on hard. The upset overturned the form book — Tim Henman came in leading the head-to-head 5–0. Byron Black claimed a first win over Tim Henman in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-08 | Rome Masters | R64 | clay | Tim Henman | 7-6 6-4 |
| 2000-03-06 | Scottsdale | R16 | hard | Tim Henman | 6-1 6-4 |
| 1999-06-07 | Queen's Club | R16 | grass | Tim Henman | 6-1 6-4 |
| 1998-07-27 | Los Angeles | QF | hard | Tim Henman | 5-7 6-1 6-4 |
| 1998-06-22 | Wimbledon | R32 | grass | Tim Henman | 6-4 6-4 3-6 7-5 |
Averages over each player's completed matches in the selected window (200 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