Vincenzo Santopadre defeated Milen Velev 6-2 7-6 in the Italy 8 4 round of 16 on hard. The result followed the form book — Vincenzo Santopadre came in leading the head-to-head 2–1. Vincenzo Santopadre extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-04-01 | Italy 1 Masters 2 | SF | clay | Vincenzo Santopadre | 7-6 4-6 6-4 |
| 1995-04-01 | Italy 1 Masters 3 | QF | clay | Vincenzo Santopadre | 6-2 6-0 |
| 1991-07-08 | Italy 2 Masters 3 | QF | clay | Milen Velev | 3-6 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.