Gonzalo Tur defeated Juan Manuel Romanazzi 6-4 6-2 in the Bolivia F2 round of 32 on clay. The upset overturned the form book — Juan Manuel Romanazzi came in leading the head-to-head 1–0. Gonzalo Tur claimed a first win over Juan Manuel Romanazzi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-11-23 | Argentina F25 | R16 | clay | Juan Manuel Romanazzi | 4-6 6-4 7-6(4) |