Tasuku Iwami advanced when Dylan Seong Kwan Kim retired 6-2 in the Japan F6 qualifying round. Tasuku Iwami extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-07-13 | Korean Rep F5 | R32 | hard | Dylan Seong Kwan Kim | 6-3 6-1 |
| 2008-06-30 | Japan F7 | R16 | hard | Tasuku Iwami | 6-2 3-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.