Pietro Angelini defeated Stefano Tarallo 4-6 7-5 7-5 in the Italy F3 qualifying round on clay. The upset overturned the form book — Stefano Tarallo came in leading the head-to-head 1–0. Pietro Angelini claimed a first win over Stefano Tarallo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-19 | Italy 2 Masters 1 | R32 | clay | Stefano Tarallo | 6-4 2-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.