Yoshinobu Tanaka defeated Wei Jen Cheng 6-2 3-6 6-2 in the Japan 1 Masters 2 round of 32 on hard. The result followed the form book — Yoshinobu Tanaka came in leading the head-to-head 1–0. Yoshinobu Tanaka extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-07 | Japan 1 Masters 1 | R16 | hard | Yoshinobu Tanaka | 6-3 6-4 |