Head to head
2
Hard
1
1
Grass
1
Jan-Michael Gambill's wins on the left · Chris Woodruff's on the right · bar lengths share one scale
All meetings (5)
| 2001 | Wimbledon | Grass | R128 | Chris Woodruff | 6-4 3-6 6-7(4) 6-3 6-2 |
| 2001 | Delray Beach | Hard | QF | Jan-Michael Gambill | 5-7 7-6(9) 6-4 |
| 2001 | Australian Open | Hard | R128 | Chris Woodruff | 6-3 4-6 4-6 7-5 6-3 |
| 1999 | Nottingham | Grass | R32 | Jan-Michael Gambill | 7-6(1) 6-4 |
| 1997 | Auckland | Hard | R16 | Jan-Michael Gambill | 5-7 6-2 7-6(2) |
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.