Stefano Cobolli defeated Juan Felipe Yanez 6-1 6-3 in the Italy 2 2 round of 32 on clay. Stefano Cobolli extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-06-23 | Italy 3 4 | R16 | clay | Stefano Cobolli | 7-6(2) 6-1 |
| 2003-05-26 | Italy 2 4 | F | clay | Juan Felipe Yanez | 4-6 6-4 6-4 |