Aaron Dujovne defeated Leonel Alberti 6-3 6-4 in the Chile F5 round of 32 on clay. The result followed the form book — Aaron Dujovne came in leading the head-to-head 1–0. Aaron Dujovne extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-22 | Bolivia F3 | R32 | clay | Aaron Dujovne | 6-2 6-7(4) 7-6(5) |