Dmitri Tomashevich defeated Donavan September 6-4 6-2 in the thailand F2 final on hard. Dmitri Tomashevich extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-22 | Bangladesh F1 | F | hard | Donavan September | 6-4 3-6 6-3 |
| 1999-05-29 | Turkey 2 Masters 3 | R32 | hard | Dmitri Tomashevich | 7-5 4-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.