Bjorn Jacob defeated Simon Aspelin 6-3 5-7 6-3 in the USA F3 round of 64 on clay. The upset overturned the form book — Simon Aspelin came in leading the head-to-head 1–0. Bjorn Jacob claimed a first win over Simon Aspelin in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-09-05 | USA 5 Masters 2 | R32 | hard | Simon Aspelin | 6-1 6-2 |