Jun Kato defeated Walter Orth 6-7 6-3 7-5 in the Switzerland 1 4 round of 16 on carpet. The upset overturned the form book — Walter Orth came in leading the head-to-head 1–0. Jun Kato claimed a first win over Walter Orth in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-16 | Switzerland 3 Masters 3 | R16 | carpet | Walter Orth | 7-6(3) 6-1 |