Mike Mather defeated Horst Skoff 6-3 2-6 6-3 in the USA F4 round of 32 on clay. The upset overturned the form book — Horst Skoff came in leading the head-to-head 1–0. Mike Mather claimed a first win over Horst Skoff in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-10 | USA F3 | R16 | clay | Horst Skoff | 7-5 2-6 6-4 |