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USA ATP
3
vs
2
By surface
| Surface | Jan Michael Gambill | Chris Woodruff |
| Hard |
2 |
1 |
| Grass |
1 |
1 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2001-06-25 |
ATP |
Wimbledon |
Round of 128 |
Grass |
Chris Woodruff |
4-6 |
6-3 |
7-64 |
3-6 |
2-6 |
| 2001-03-05 |
ATP |
Delray Beach |
Quarterfinal |
Hard |
Jan Michael Gambill |
5-7 |
7-69 |
6-4 |
|
|
| 2001-01-15 |
ATP |
Australian Open |
Round of 128 |
Hard |
Chris Woodruff |
3-6 |
6-4 |
6-4 |
5-7 |
3-6 |
| 1999-06-14 |
ATP |
Nottingham |
Round of 32 |
Grass |
Jan Michael Gambill |
7-61 |
6-4 |
|
|
|
| 1997-01-06 |
ATP |
Auckland |
Round of 16 |
Hard |
Jan Michael Gambill |
5-7 |
6-2 |
7-62 |
|
|