Nicolas Todero defeated Nicholas Monroe 6-7 6-2 6-1 in the USA F2 qualifying round on clay. The result followed the form book — Nicolas Todero came in leading the head-to-head 1–0. Nicolas Todero extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-02-18 | USA F4 | QF | hard | Nicolas Todero | 4-6 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.