Riki Ishigami advanced when Yasufumi Yamamoto retired 6-3 2-0 in the Japan F8 round of 32. Riki Ishigami claimed a first win over Yasufumi Yamamoto in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Japan F5 | R32 | carpet | Yasufumi Yamamoto | 6-1 6-3 |
| 1997-11-17 | Japan 2 Masters 3 | R32 | hard | Yasufumi Yamamoto | 6-1 7-5 |