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By surface
| Surface | Alessandro Caggiari | Philip Gurian |
|---|
| Hard |
2 |
3 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2014-03-17 |
WTA |
Miami |
Round of 128 |
Hard |
Olga Govortsova |
6-2 |
0-6 |
3-6 |
|
|
| 2010-08-09 |
WTA |
Cincinnati |
Round of 64 |
Hard |
Shahar Peer |
3-6 |
1-4 |
|
|
|
| 2009-09-21 |
WTA |
Tashkent |
Semifinal |
Hard |
Shahar Peer |
6-75 |
2-6 |
|
|
|
| 2008-02-25 |
WTA |
Memphis |
Semifinal |
Hard |
Olga Govortsova |
3-6 |
6-3 |
4-6 |
|
|
| 2007-07-23 |
WTA |
Stanford |
Round of 16 |
Hard |
Olga Govortsova |
6-4 |
5-7 |
2-6 |
|
|