Alexandros Jakupovic defeated Joshua Milton 2-6 6-3 6-1 in the Greece F5 round of 16 on hard. The result followed the form book — Alexandros Jakupovic came in leading the head-to-head 1–0. Alexandros Jakupovic extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-18 | Romania F3 | QF | clay | Alexandros Jakupovic | 6-0 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.