John James defeated Jesse Walter 2-6 6-3 6-4 in the USA 3 Masters 2 round of 16 on hard. The upset overturned the form book — Jesse Walter came in leading the head-to-head 1–0, but John James had been the form player, winning 5 of their last 10 on hard. John James claimed a first win over Jesse Walter in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-11 | USA 3 Masters 1 | SF | hard | Jesse Walter | 6-7 6-2 6-2 |