Mauricio Estivariz defeated Andres Molteni 6-3 7-6 in the Bolivia F3 round of 16 on clay. The upset overturned the form book — Andres Molteni came in leading the head-to-head 3–1, but Mauricio Estivariz had been the form player, winning 5 of their last 10 on clay. Mauricio Estivariz narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-29 | Bolivia F4 | QF | clay | Mauricio Estivariz | 6-3 6-3 |
| 2008-09-08 | Bolivia F1 | QF | clay | Andres Molteni | 3-6 6-4 6-3 |
| 2007-10-08 | Argentina F18 | R32 | clay | Andres Molteni | 6-3 6-4 |
| 2005-10-03 | Bolivia F2 | R32 | clay | Andres Molteni | 4-6 6-3 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.