Marcos Conde Jackson defeated Teodor Bolanu 7-6 6-4 in the Romania F18 round of 32 on clay. The upset overturned the form book — Teodor Bolanu came in leading the head-to-head 1–0, but Marcos Conde Jackson had been the form player, winning 2 of their last 6 on clay. Marcos Conde Jackson claimed a first win over Teodor Bolanu in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-08-29 | Romania F18 | R32 | clay | Teodor Bolanu | 7-5 0-6 6-4 |