Marcos Daniel defeated Rafael Serpa Guinazu 7-5 6-2 in the Brazil F1 round of 32 on clay. The result followed the form book — Marcos Daniel came in leading the head-to-head 2–0. Marcos Daniel extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Bolivia F2 | R16 | clay | Marcos Daniel | 4-6 7-5 6-1 |
| 1999-05-29 | Argentina 1 Masters 4 | R32 | clay | Marcos Daniel | 3-6 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.