Todor Enev defeated Santiago Ventura 7-6 6-4 in the Spain F24 qualifying round on hard. The upset overturned the form book — Santiago Ventura came in leading the head-to-head 1–0. Todor Enev claimed a first win over Santiago Ventura in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-02-04 | Spain 2 4 | R16 | clay | Santiago Ventura | 4-6 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.