Jon Hedman defeated Ronaldo Carvalho 6-3 6-2 in the Mexico 1 4 round of 16 on clay. The upset overturned the form book — Ronaldo Carvalho came in leading the head-to-head 1–0. Jon Hedman claimed a first win over Ronaldo Carvalho in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-30 | Mexico F5 | SF | hard | Ronaldo Carvalho | 6-4 6-1 |