Ivan Cinkus defeated Eduardo Frick 6-4 6-4 in the Chile F9 round of 32 on clay. The result followed the form book — Ivan Cinkus came in leading the head-to-head 1–0. Ivan Cinkus extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-14 | Germany F12 | R32 | clay | Ivan Cinkus | 6-4 7-5 |