David Stojan defeated Matt Simpson 7-6 6-4 in the Mexico F7 round of 32 on hard. The upset overturned the form book — Matt Simpson came in leading the head-to-head 1–0. David Stojan claimed a first win over Matt Simpson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-29 | Mexico F11 | R16 | hard | Matt Simpson | 6-4 6-1 |