Matt Simpson defeated David Stojan 6-4 6-1 in the Mexico F11 round of 16 on hard. The upset overturned the form book — David Stojan came in leading the head-to-head 1–0. Matt Simpson claimed a first win over David Stojan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-01 | Mexico F7 | R32 | hard | David Stojan | 7-6(2) 6-4 |