Oh Hee Kwon advanced when Akira Matsushita retired 6-3 2-1 in the Japan 1 Masters 1 semi-final. Oh Hee Kwon extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Japan F5 | QF | carpet | Oh Hee Kwon | 6-3 6-1 |
| 1998-06-29 | Japan 1 Masters 3 | F | hard | Oh Hee Kwon | 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.