Federico Rovai defeated Mitty Arnold 6-4 6-4 in the Sweden F1 round of 32 on hard. The upset overturned the form book — Mitty Arnold came in leading the head-to-head 1–0. Federico Rovai claimed a first win over Mitty Arnold in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Sweden F2 | QF | hard | Mitty Arnold | 7-5 6-1 |