Pietro Angelini defeated Carlo Santoro 4-6 6-0 6-1 in the Italy 3 Masters 1 round of 16 on clay. The upset overturned the form book — Carlo Santoro came in leading the head-to-head 1–0. Pietro Angelini claimed a first win over Carlo Santoro in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-07-31 | Italy F9 | R32 | clay | Carlo Santoro | 5-3 4-1 4-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.