Rafael Serpa Guinazu defeated Gianluca Bolognino 6-0 6-2 in the Bulgaria 1 1 round of 32 on clay. The result followed the form book — Rafael Serpa Guinazu came in leading the head-to-head 1–0. Rafael Serpa Guinazu extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-08 | Bulgaria 1 3 | R16 | clay | Rafael Serpa Guinazu | 6-0 6-1 |