Nenad Zimonjic defeated Joao Cunha Silva 6-7 6-3 6-3 in the Portugal 1 Masters 3 round of 16 on clay. The upset overturned the form book — Joao Cunha Silva came in leading the head-to-head 2–1. Nenad Zimonjic narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-07-17 | Davis Cup G2 QF: YUG vs POR | RR | clay | Joao Cunha Silva | 0-6 6-7 6-3 7-5 6-1 |
| 1997-07-11 | Davis Cup G2 QF: POR vs YUG | RR | clay | Joao Cunha Silva | 2-6 6-4 6-4 6-4 |
| 1995-01-06 | Portugal 1 Masters 4 | SF | clay | Nenad Zimonjic | 7-5 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.