Todor Enev defeated Luke Smith 6-2 6-2 in the Australia F6 qualifying round on grass. The upset overturned the form book — Luke Smith came in leading the head-to-head 1–0. Todor Enev claimed a first win over Luke Smith in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-11-17 | Australia F5 | R32 | grass | Luke Smith | 6-3 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.