Luben Pampoulov defeated Matej Pampoulov 6-3 3-6 6-4 in the Switzerland 2 Masters 3 semi-final on carpet. The upset overturned the form book — Matej Pampoulov came in leading the head-to-head 2–0. Luben Pampoulov claimed a first win over Matej Pampoulov in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | Switzerland 2 Masters 1 | QF | carpet | Matej Pampoulov | 5-7 7-6 7-6 |
| 1998-08-17 | Yugoslavia F6 | QF | clay | Matej Pampoulov | 4-6 6-2 6-4 |