Milen Velev defeated Stefano Cobolli 4-6 6-1 6-3 in the Bulgaria 2 Masters 1 round of 16 on hard. The upset overturned the form book — Stefano Cobolli came in leading the head-to-head 1–0. Milen Velev claimed a first win over Stefano Cobolli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-10-28 | Italy 8 1 | R16 | hard | Stefano Cobolli | 6-2 2-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.