Stephan Grebe defeated Jon Hedman 6-2 6-1 in the Iran Masters 1 round of 16 on clay. The upset overturned the form book — Jon Hedman came in leading the head-to-head 1–0. Stephan Grebe claimed a first win over Jon Hedman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-11 | Tunisia Masters 3 | QF | clay | Jon Hedman | 7-5 6-0 |