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By surface
| Surface | Jack W Van Slyke | Ornello Arlati |
| Hard |
1 |
2 |
| Clay |
1 |
1 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2009-08-17 |
WTA |
Toronto |
Round of 32 |
Hard |
Jelena Jankovic |
5-7 |
4-6 |
|
|
|
| 2009-05-11 |
WTA |
Madrid |
Quarterfinal |
Clay |
Patty Schnyder |
6-76 |
3-6 |
|
|
|
| 2007-05-14 |
WTA |
Rome |
Semifinal |
Clay |
Jelena Jankovic |
1-6 |
3-6 |
|
|
|
| 2004-10-25 |
WTA |
Linz |
Round of 32 |
Hard |
Jelena Jankovic |
2-6 |
2-6 |
|
|
|
| 2004-01-05 |
WTA |
Gold Coast |
Round of 32 |
Hard |
Patty Schnyder |
4-6 |
0-6 |
|
|
|