Blaz Trupej defeated Borut Urh 6-2 6-0 in the Slovenia F2 round of 32 on clay. The upset overturned the form book — Borut Urh came in leading the head-to-head 2–1. Blaz Trupej narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-06 | Croatia 1 Masters 3 | R16 | clay | Borut Urh | 6-2 5-7 6-3 |
| 1998-03-24 | Croatia 1 Masters 3 | R16 | clay | Borut Urh | 6-3 7-5 |
| 1997-04-05 | Croatia 1 Masters 2 | QF | clay | Blaz Trupej | 6-4 6-2 |