Rodrigo Cerdera defeated Martin Vassallo Arguello 7-5 6-1 in the Bolivia F2 qualifying round on clay. The upset overturned the form book — Martin Vassallo Arguello came in leading the head-to-head 2–0. Rodrigo Cerdera claimed a first win over Martin Vassallo Arguello in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-31 | Argentina 2 Masters 4 | SF | clay | Martin Vassallo Arguello | 6-2 6-2 |
| 1999-05-24 | Chile F3 | R16 | clay | Martin Vassallo Arguello | 7-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.