By surface
| Surface | Josh Osswald | Paulo Cleto |
|---|---|---|
| Grass | 1 | 1 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2008-06-16 | WTA | 's-Hertogenbosch | Round of 16 | Grass | Alona Bondarenko | 6-3 | 4-6 | 3-6 | ||
| 2008-06-09 | WTA | Birmingham | Quarterfinal | Grass | Marina Erakovic | 4-6 | 5-7 |