Deniss Pavlovs defeated Hans Podlipnik Castillo 6-3 6-3 in the Latvia F1 qualifying round on clay. Deniss Pavlovs extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-12-01 | Dominican Republic F3 | R32 | hard | Deniss Pavlovs | 5-2 |
| 2008-11-24 | El Salvador F2 | SF | clay | Hans Podlipnik Castillo | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.