Brett Ross defeated Matteo Volante 0-6 6-2 6-2 in the Mexico F16 round of 32 on hard. The upset overturned the form book — Matteo Volante came in leading the head-to-head 1–0. Brett Ross claimed a first win over Matteo Volante in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-25 | Mexico F15 | R16 | clay | Matteo Volante | 6-1 1-6 7-5 |