Martin Stepanek defeated Sebastian Jaeger 6-4 3-6 7-6 in the Czech Rep F3 qualifying round on clay. The upset overturned the form book — Sebastian Jaeger came in leading the head-to-head 1–0. Martin Stepanek claimed a first win over Sebastian Jaeger in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-15 | Germany F4 | QF | clay | Sebastian Jaeger | 7-5 7-6(2) |