Nelson De Almeida defeated Israel Vior Diaz 4-6 6-3 6-3 in the Portugal 1 3 round of 32 on clay. The upset overturned the form book — Israel Vior Diaz came in leading the head-to-head 1–0, but Nelson De Almeida had been the form player, winning 3 of their last 9 on clay. Nelson De Almeida claimed a first win over Israel Vior Diaz in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-01 | Portugal 1 Masters 2 | R32 | clay | Israel Vior Diaz | 6-3 6-3 |