Matej Pampoulov defeated Markus Kanellos 6-4 6-7 7-6 in the Bulgaria 1 2 qualifying round on clay. The result followed the form book — Matej Pampoulov came in leading the head-to-head 1–0. Matej Pampoulov extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-19 | Austria F3 | R32 | clay | Matej Pampoulov | 6-4 6-4 |