Filippo Veglio defeated Massimo Bertolini 6-2 6-1 in the Spain 5 Masters 1 round of 16 on hard. Filippo Veglio extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-01-03 | Italy 1 Masters 1 | R32 | carpet | Filippo Veglio | 6-1 6-7 7-5 |
| 1995-10-21 | Switzerland 2 Masters 4 | R32 | carpet | Massimo Bertolini | 7-6 0-6 6-3 |