Florian Jeschonek defeated Scott Barron 6-3 6-1 in the Latvia F1 qualifying round on clay. The result followed the form book — Florian Jeschonek came in leading the head-to-head 1–0. Florian Jeschonek extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-16 | Lithuania F1 | R16 | clay | Florian Jeschonek | 6-3 7-6 |