Simeon Ivanov defeated Ilia Kushev 7-6 6-2 in the Bulgaria F4 round of 16 on clay. The upset overturned the form book — Ilia Kushev came in leading the head-to-head 1–0. Simeon Ivanov claimed a first win over Ilia Kushev in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-12-13 | Qatar F5 | R32 | hard | Ilia Kushev | 6-0 6-1 |