Head to head
2
Hard
0
0
Grass
1
Chris Woodruff's wins on the left · Tim Henman's on the right · bar lengths share one scale
All meetings (5)
| 2000 | Brighton | Hard | QF | Tim Henman | W/O |
| 2000 | Australian Open | Hard | R16 | Chris Woodruff | 7-5 1-6 6-4 3-6 7-5 |
| 1999 | Wimbledon | Grass | R64 | Tim Henman | 6-4 6-3 7-6(4) |
| 1999 | Indian Wells Masters | Hard | QF | Chris Woodruff | 6-1 1-6 7-5 |
| 1996 | Canada Masters | Hard | R32 | Tim Henman | W/O |
Methodology
Head-to-head totals and surface splits exclude walkovers (no match was played), which follows ATP convention — walkover meetings still appear in the match list. The momentum chart plots the running lead across all counted meetings, oldest to newest.