Thiemo Maier defeated Karim Maamoun 6-7 6-3 6-3 in the Egypt F2 round of 32 on clay. The upset overturned the form book — Karim Maamoun came in leading the head-to-head 1–0. Thiemo Maier claimed a first win over Karim Maamoun in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Egypt F2 | QF | clay | Karim Maamoun | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.