Christoph Palmanshofer defeated Matthew Roberts 6-4 6-2 in the Mexico F2 round of 16 on hard. The upset overturned the form book — Matthew Roberts came in leading the head-to-head 1–0. Christoph Palmanshofer claimed a first win over Matthew Roberts in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-01-21 | Costa Rica F1 | R32 | hard | Matthew Roberts | 6-4 6-3 |