Bostjan Osabnik defeated Frederico Gil 2-6 7-5 6-0 in the Tunisia F5 qualifying round on hard. The upset overturned the form book — Frederico Gil came in leading the head-to-head 1–0. Bostjan Osabnik claimed a first win over Frederico Gil in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-09-23 | Davis Cup G2 F: POR vs SLO | RR | clay | Frederico Gil | 7-6 6-1 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.