Jamie Delgado defeated Sandro Della Piana 7-5 6-3 in the Greece 3 Masters 1 semi-final on carpet. The result followed the form book — Jamie Delgado came in leading the head-to-head 2–0. Jamie Delgado extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-09-14 | Greece 3 Masters 3 | R16 | carpet | Jamie Delgado | 6-3 6-2 |
| 1995-04-24 | Great Britain 2 Masters 3 | SF | clay | Jamie Delgado | 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.