Jose Imaz Ruiz defeated Massimo Calvelli 6-3 6-4 in the Portugal 3 Masters 2 round of 16 on hard. The upset overturned the form book — Massimo Calvelli came in leading the head-to-head 1–0. Jose Imaz Ruiz claimed a first win over Massimo Calvelli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-03-09 | Spain 2 Masters 3 | R32 | clay | Massimo Calvelli | 6-2 2-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.