Markus Polessnig defeated Stefano Cobolli 7-5 2-6 7-6 in the Italy 3 1 semi-final on clay. The upset overturned the form book — Stefano Cobolli came in leading the head-to-head 1–0, but Markus Polessnig had been the form player, winning 3 of their last 8 on clay. Markus Polessnig claimed a first win over Stefano Cobolli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | Italy 3 4 | R16 | clay | Stefano Cobolli | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.