Markus Kanellos advanced when Christian Grunes retired 6-3 2-0 in the Latvia F1 round of 32. Markus Kanellos claimed a first win over Christian Grunes in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-11-10 | Israel 2 4 | R32 | hard | Christian Grunes | 6-3 7-6(4) |