Ivan Sergeyev advanced past Murad Inoyatov via walkover in the Turkey F10 round of 16. Ivan Sergeyev extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-07-20 | Georgia F2 | QF | clay | Ivan Sergeyev | 6-2 6-2 |
| 2009-03-30 | Turkey F3 | QF | clay | Ivan Sergeyev | 6-4 6-3 |
| 2009-03-23 | Turkey F2 | QF | clay | Ivan Sergeyev | 6-3 6-0 |
| 2009-02-02 | Egypt F2 | R32 | clay | Murad Inoyatov | 7-6(5) 7-6(6) |
| 2004-07-05 | Ukraine F3 | R32 | clay | Ivan Sergeyev | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.