Tommi Lenho defeated Alexandre Strambini 6-0 6-4 in the Italy F4 round of 32 on clay. The upset overturned the form book — Alexandre Strambini came in leading the head-to-head 1–0, but Tommi Lenho had been the form player, winning 4 of their last 6 on clay. Tommi Lenho claimed a first win over Alexandre Strambini in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-19 | Germany F3 | R32 | clay | Alexandre Strambini | 7-6 7-6 |