Or Dekel defeated Dirk Stegmann 6-3 5-7 6-3 in the Central Africa 3 qualifying round on hard. The upset overturned the form book — Dirk Stegmann came in leading the head-to-head 1–0. Or Dekel claimed a first win over Dirk Stegmann in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-18 | Central Africa Masters 2 | R32 | hard | Dirk Stegmann | 7-5 6-1 |