Jesse Walter defeated Emin Agaev 6-2 2-6 6-4 in the USA 3 Masters 1 round of 16 on hard. The upset overturned the form book — Emin Agaev came in leading the head-to-head 1–0. Jesse Walter claimed a first win over Emin Agaev in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-10 | USA 2 Masters 3 | R64 | hard | Emin Agaev | 6-4 6-7 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.