Valentin Frieden defeated Massimo Ardinghi 6-2 6-3 in the Italy 1 Masters 4 round of 16 on carpet. The result followed the form book — Valentin Frieden came in leading the head-to-head 2–0. Valentin Frieden extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-10-21 | Switzerland 2 Masters 1 | R16 | carpet | Valentin Frieden | 6-4 6-0 |
| 1991-12-30 | Italy 1 Masters 1 | R32 | carpet | Valentin Frieden | 6-2 6-1 |