Joao Cunha Silva defeated Thomas Shimada 6-1 6-3 in the Portugal 2 Masters 2 round of 16 on clay. The result followed the form book — Joao Cunha Silva came in leading the head-to-head 1–0. Joao Cunha Silva extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-17 | Japan F1 | R32 | clay | Joao Cunha Silva | 4-6 6-0 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.