Jan Hermansson defeated Mathias Hellstrom 6-3 6-2 in the Greece F2 qualifying round on hard. The upset overturned the form book — Mathias Hellstrom came in leading the head-to-head 2–1. Jan Hermansson narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-28 | Sweden F2 | F | hard | Mathias Hellstrom | 3-6 6-1 6-4 |
| 1998-09-14 | Norway F1 | SF | carpet | Jan Hermansson | 7-5 6-3 |
| 1997-09-08 | Sweden Masters 3 | QF | carpet | Mathias Hellstrom | 4-6 6-2 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.