Florian Jeschonek defeated Mirko Pehar 4-6 6-3 6-2 in the USA F6 round of 32 on hard. 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 |
|---|---|---|---|---|---|
| 1999-09-20 | Germany F10 | R32 | carpet | Florian Jeschonek | 7-5 7-6 |