Dimitris Kleftakos defeated Mathieu Guenat 6-4 6-4 in the Greece F4 round of 16 on hard. The upset overturned the form book — Mathieu Guenat came in leading the head-to-head 1–0. Dimitris Kleftakos claimed a first win over Mathieu Guenat in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-22 | Greece F5 | F | carpet | Mathieu Guenat | 6-4 6-4 |