Bobbie Altelaar defeated Kyle Rudman 7-5 6-4 in the USA 4 Masters 1 round of 64 on hard. The upset overturned the form book — Kyle Rudman came in leading the head-to-head 1–0. Bobbie Altelaar claimed a first win over Kyle Rudman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-11 | USA 3 Masters 1 | R16 | hard | Kyle Rudman | 6-3 1-6 6-1 |