Ivan Sergeyev defeated Alexandros Jakupovic 6-1 6-0 in the United Arab Emirates F2 qualifying round on hard. The result followed the form book — Ivan Sergeyev came in leading the head-to-head 1–0. Ivan Sergeyev extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-17 | United Arab Emirates F1 | R32 | hard | Ivan Sergeyev | 6-0 2-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.