Gabriel Keymer defeated Rodrigo Cerdera 7-5 6-4 in the Chile 1 Masters 3 qualifying round on clay. Gabriel Keymer extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-01 | Chile F6 | R32 | clay | Rodrigo Cerdera | 6-2 6-1 |
| 1999-05-10 | Chile F1 | R16 | clay | Gabriel Keymer | 5-7 6-3 6-2 |