Dmitri Tomashevich defeated Ashley Ford 7-6 6-2 in the Turkey F3 round of 16 on hard. The upset overturned the form book — Ashley Ford came in leading the head-to-head 1–0. Dmitri Tomashevich claimed a first win over Ashley Ford in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-10 | China F2 | R32 | hard | Ashley Ford | 6-3 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.