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By surface
| Surface | Jack W Van Slyke | Mohamed Reda Boukhobza |
| Hard |
2 |
2 |
| Clay |
0 |
1 |
| Grass |
0 |
1 |
All meetings (6)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2009-06-22 |
WTA |
Wimbledon |
Round of 128 |
Grass |
Ai Sugiyama |
4-6 |
4-6 |
|
|
|
| 2008-07-21 |
WTA |
Los Angeles |
Round of 32 |
Hard |
Ai Sugiyama |
4-6 |
5-7 |
|
|
|
| 2008-02-11 |
WTA |
Antwerp |
Round of 16 |
Hard |
Patty Schnyder |
3-6 |
4-6 |
|
|
|
| 2003-05-12 |
WTA |
Rome |
Round of 16 |
Clay |
Ai Sugiyama |
2-6 |
1-6 |
|
|
|
| 2001-01-07 |
WTA |
Canberra |
Round of 16 |
Hard |
Ai Sugiyama |
0-6 |
6-3 |
5-7 |
|
|
| 1999-01-03 |
WTA |
Hope Island |
Semifinal |
Hard |
Patty Schnyder |
0-6 |
6-1 |
4-6 |
|
|