Benjamin Dracos defeated Ivan Endara 6-4 4-6 6-1 in the Venezuela F10 round of 32 on clay. Benjamin Dracos extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-07-07 | Peru F2 | SF | clay | Benjamin Dracos | 2-6 7-6(4) 6-0 |
| 2007-11-12 | Venezuela F9 | R16 | clay | Ivan Endara | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.